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À La Mode Component ID: G_deoxyriboseC3endo_O3H_O5H_anti_+sc

Component name: (view abbreviated component mmCIF) (view full component mmCIF)

2'-deoxyguanosine

Component description:

Model constructed for 2'-deoxyguanosine from subcomponents for base and sugar. The sugar is deoxyribose in the C3'-endo conformation, and geometries for the gamma torsion angle (synclinal), the chi torsion angle (antiperiplanar), and the C3*-O3* and C5*-O5* bonds are inserted from other models.

Component formula and formula weight:

H10 C10 N5 O4 ( 264.2 grams/mole)

Modeled component diagram:


Modeled component formula and formula weight:

C10 N5 O4 ( 254.1 grams/mole)

Component canonical SMILES string [Created by the Daylight Toolkit]:

Nc1nc2[N](=[CH]3CC(O)C(CO)O3)C=Nc2c(=O)[nH]1

Component exchange SMILES string:

N1(C(=NC2=C(C1=O)N=C(N2(=C3(C(C(C(C(O[H])([H])[H])(O3)[H])(O[H])[H])([H])[H])[H])[H])[H])N([H])[H])[H]

This model built from À La Mode sub-components:

Subcomponent ID Subcomponent Type Details
gua base Model constructed for guanine with an N9-glycosidic linkage.
deoxyribose_C3endo_O3H_O5H_+sc sugar Model constructed for 1'-amino-2'-deoxyribose in the C3'-endo conformation. the gamma torsion (synclinal), the corresponding O4*-C4*-C5*-O5* torsion, and the C3*-O3* and C5*-O5* bond geometries are inserted from other models.


Stereochemical Features Table:


Chiral Center Neighbor U Neighbor V Neighbor W Volume [1] Volume E.S.D.
C3* C2* C4* O3* -2.5 0.10
C4* C3* O4* C5* 2.5 0.04


Chiral Center Neighbor U Neighbor V Neighbor W Out-of-plane Angle [2] Out-of-plane Angle E.S.D.
C3* C2* C4* O3* -51.7 2.87
C4* C3* O4* C5* 51.0 1.10

[1] Neighboring atoms U, V and W form vectors with the chiral center. The chiral volume is computed as (UxV)*W
[2] The out-of-plane angle is computed as 90.0 - ACOS(((UxV)*W)/(|UxV||W|))

Bond Distance Table:


Atom 1 Atom 2 Distance E.S.D. Type
N1 C2 1.3717 0.0089 sing
C2 N3 1.3232 0.0096 doub
N3 C4 1.3512 0.0084 sing
C4 C5 1.3792 0.0073 doub
C5 C6 1.4166 0.0092 sing
C6 N1 1.3916 0.0081 sing
C5 N7 1.3867 0.0067 sing
N7 C8 1.3063 0.0077 doub
C8 N9 1.3736 0.0082 sing
N9 C4 1.3751 0.0083 sing
C2 N2 1.3403 0.0096 sing
C6 O6 1.2379 0.0090 doub
C8 H8 n.a. n.a. sing
N2 HA2 n.a. n.a. sing
N2 HB2 n.a. n.a. sing
C1* C2* 1.5192 0.0069 sing
C2* C3* 1.5186 0.0110 sing
C3* C4* 1.5212 0.0081 sing
C4* O4* 1.4492 0.0060 sing
O4* C1* 1.4123 0.0065 sing
C3* O3* 1.4178 0.0067 sing
C4* C5* 1.5120 0.0117 sing
C5* O5* 1.4198 0.0060 sing
C1* HA1* n.a. n.a. sing
C2* HA2* n.a. n.a. sing
C2* HB2* n.a. n.a. sing
C3* HA3* n.a. n.a. sing
C4* HA4* n.a. n.a. sing
C5* HA5* n.a. n.a. sing
C5* HB5* n.a. n.a. sing
C1* N9 1.4722 0.0124 2


Bond Angle Table:


Atom 1 Atom 2 Atom 3 Angle E.S.D.
C6 N1 C2 125.09 0.66
N1 C2 N3 123.93 0.56
C2 N3 C4 111.87 0.61
N3 C4 C5 128.61 0.66
C4 C5 C6 118.80 0.68
C5 C6 N1 111.60 0.61
C4 C5 N7 110.76 0.51
C5 N7 C8 104.36 0.59
N7 C8 N9 113.12 0.67
C8 N9 C4 106.33 0.49
N9 C4 C5 105.41 0.42
N3 C4 N9 125.96 0.79
C6 C5 N7 130.42 0.66
N1 C2 N2 116.07 0.91
C6 C2 N2 143.71 0.76
N1 C6 O6 120.01 0.73
C5 C6 O6 128.36 0.66
C1* C2* C3* 102.80 0.51
C2* C3* C4* 102.26 0.57
C3* C4* O4* 104.79 0.66
C4* O4* C1* 110.21 0.61
O4* C1* C2* 107.01 0.63
C2* C3* O3* 112.71 2.71
C4* C3* O3* 112.97 1.78
C5* C4* C3* 115.64 1.14
C5* C4* O4* 109.36 0.32
O5* C5* C4* 111.28 1.54


Torsion Angle Table:


Atom 1 Atom 2 Atom 3 Atom 4 Angle E.S.D.
N1 C2 N3 C4 0.69 1.98
C2 N3 C4 C5 359.60 1.63
N3 C4 C5 C6 359.84 1.97
C4 C5 C6 N1 0.43 1.95
C5 C6 N1 C2 359.81 2.66
C6 N1 C2 N3 359.56 3.03
N9 C4 C5 N7 359.75 1.10
C4 C5 N7 C8 0.08 0.93
C5 N7 C8 N9 0.13 0.75
N7 C8 N9 C4 359.71 0.86
C8 N9 C4 C5 0.31 1.00
C6 N1 C2 N2 179.75 2.47
C2 N1 C6 O6 179.98 2.41
C4* O4* C1* C2* 4.17 7.07
O4* C1* C2* C3* 335.52 5.35
C1* C2* C3* C4* 34.16 2.49
C2* C3* C4* O4* 327.62 3.09
C3* C4* O4* C1* 18.00 6.18
C2* C3* C4* C5* 207.16 3.23
C3* C4* C5* O5* 52.19 4.95
O3* C3* C4* C5* 85.70 4.91
O4* C4* C3* O3* 206.16 5.02
O4* C4* C5* O5* 293.22 4.75
C5* C4* O4* C1* 142.55 6.60
C1* C2* C3* O3* 155.80 4.77

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