NPASS drugs

Drug Information

Drug ID:	NPD251
Drug Name:	Zidovudine
Molecular Formula:	C10H13N5O4
Canonical SMILES:	OC[C@H]1O[C@H](C[C@@H]1N=[N+]=[N-])n1cc(C)c(nc1=O)O
Standard InCHI:	InChI=1S/C10H13N5O4/c1-5-3-15(10(18)12-9(5)17)8-2-6(13-14-11)7(4-16)19-8/h3,6-8,16H,2,4H2,1H3,(H,12,17,18)/t6-,7+,8+/m0/s1
Standard InCHIKey:	HBOMLICNUCNMMY-XLPZGREQSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	TTD; ChEMBL; IUPHAR/BPS

Structural Similarity Between NPASS Natural Products and NPD251

Similarity level is defined by Tanimoto coefficient (Tc) between two molecules. Tc lies between [0, 1] where '1' indicates the highest similarity. What is Tanimoto coefficient
Tanimoto coefficient is calculated based on PubChem 881-bit substructure fingerprints.

Range	Similarity Score Range
0-0.1	47
0.1-0.2	4241
0.2-0.3	20932
0.3-0.4	4721
0.4-0.5	808
0.5-0.6	103
0.6-0.7	14
0.7-0.8	16
0.8-0.85	4
0.85-0.9	4
0.9-0.95	0
0.95-1	0

Similar Natural Products

High Similarity Level: Tc>=0.85; Intermediate Similarity Level: 0.7 <= Tc < 0.85; Remote Similarity Level: 0.65 <= Tc < 0.7

Similarity Level	Similarity Score	Natural Product ID
High Similarity	0.8941	NPC71339
High Similarity	0.8941	NPC112842
High Similarity	0.8851	NPC210456
High Similarity	0.8851	NPC163352
Intermediate Similarity	0.8444	NPC171116
Intermediate Similarity	0.8261	NPC327344
Intermediate Similarity	0.8085	NPC318166
Intermediate Similarity	0.8085	NPC324516
Intermediate Similarity	0.7978	NPC106780
Intermediate Similarity	0.7912	NPC89051
Intermediate Similarity	0.7912	NPC43246
Intermediate Similarity	0.7416	NPC325902
Intermediate Similarity	0.7396	NPC324390
Intermediate Similarity	0.7347	NPC36985
Intermediate Similarity	0.7347	NPC17892
Intermediate Similarity	0.732	NPC320249
Intermediate Similarity	0.732	NPC322594
Intermediate Similarity	0.7303	NPC329077
Intermediate Similarity	0.7292	NPC315063
Intermediate Similarity	0.7273	NPC283698
Intermediate Similarity	0.7273	NPC317639
Intermediate Similarity	0.7273	NPC73765
Intermediate Similarity	0.7188	NPC328806
Intermediate Similarity	0.7097	NPC319753
Remote Similarity	0.6875	NPC325723
Remote Similarity	0.6759	NPC329277
Remote Similarity	0.6555	NPC325750
Remote Similarity	0.6486	NPC155087
Remote Similarity	0.6486	NPC149843
Remote Similarity	0.6429	NPC229249
Remote Similarity	0.6404	NPC478024
Remote Similarity	0.64	NPC62927
Remote Similarity	0.64	NPC190334
Remote Similarity	0.6311	NPC315058
Remote Similarity	0.6237	NPC315806
Remote Similarity	0.616	NPC313962
Remote Similarity	0.6117	NPC109188
Remote Similarity	0.6055	NPC328914
Remote Similarity	0.5981	NPC280946
Remote Similarity	0.5981	NPC226769
Remote Similarity	0.5981	NPC6166
Remote Similarity	0.5926	NPC90240
Remote Similarity	0.5926	NPC120887
Remote Similarity	0.5895	NPC126186
Remote Similarity	0.5888	NPC329384
Remote Similarity	0.5872	NPC328779
Remote Similarity	0.5773	NPC470782
Remote Similarity	0.5743	NPC242077
Remote Similarity	0.5726	NPC245534
Remote Similarity	0.5714	NPC284651
Remote Similarity	0.5644	NPC470783
Remote Similarity	0.56	NPC312315

Drug Structure

NPD251 OpenBabel08201723122D 21 22 0 0 1 0 0 0 0 0999 V2000 -2.5981 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7796 -0.0933 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.3554 -2.6160 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.4487 -0.8364 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 1.9487 -1.7024 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 0.8660 -0.5000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -1.7321 1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.6188 -2.3499 0.0000 N 0 5 0 0 0 0 0 0 0 0 0 0 -0.8660 1.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 3.4432 -0.7319 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 4.0310 -1.5409 0.0000 N 0 3 0 0 0 0 0 0 0 0 0 0 0.0000 0.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 3.3500 -2.7205 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 1.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 1.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.9706 -1.4945 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.7567 -3.6341 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 2.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 5 1 0 0 0 0 2 6 1 0 0 0 0 3 5 2 0 0 0 0 3 15 1 0 0 0 0 4 16 1 0 0 0 0 5 9 1 0 0 0 0 6 7 1 0 0 0 0 6 13 1 6 0 0 0 7 4 1 1 0 0 0 7 19 1 0 0 0 0 8 2 1 1 0 0 0 8 15 1 0 0 0 0 8 19 1 0 0 0 0 9 12 2 0 0 0 0 9 17 1 0 0 0 0 10 12 1 0 0 0 0 10 15 1 0 0 0 0 10 18 2 0 0 0 0 11 14 2 0 0 0 0 13 14 2 0 0 0 0 16 20 1 0 0 0 0 17 21 1 0 0 0 0 M CHG 2 11 -1 14 1 M END $$$$

External Identifiers

TTD	DAP000701
DrugBank	DB00495
ChEMBL	CHEMBL129
IUPHAR/BPS	4825
PharmaGKB	PA451954
KEGG Drug	D00413
PubChem CID	35370
ChEBI	10110
CAS Number	30516-87-1

Drug Properties

Molecular Weight	267.10
ALogP	-3.889
MLogP	1.57
XLogP	-0.526
HDA	8
HBD	2
Rotatable Bonds	6
TPSA	94.72
RO5 Violation	0