NPASS drugs

Drug Information

Drug ID:	NPD9602
Drug Name:	Cytarabine Hydrochloride
Molecular Formula:	C9H13N3O5.ClH
Canonical SMILES:	OC[C@H]1O[C@H]([C@H]([C@@H]1O)O)n1ccc(=N)nc1O.Cl
Standard InCHI:	InChI=1S/C9H13N3O5.ClH/c10-5-1-2-12(9(16)11-5)8-7(15)6(14)4(3-13)17-8;/h1-2,4,6-8,13-15H,3H2,(H2,10,11,16);1H/t4-,6-,7+,8-;/m1./s1
Standard InCHIKey:	KCURWTAZOZXKSJ-JBMRGDGGSA-N
Max Developmental Stage:	Phase 3
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD9602

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	54
0.1-0.2	8588
0.2-0.3	18507
0.3-0.4	3090
0.4-0.5	496
0.5-0.6	113
0.6-0.7	14
0.7-0.8	14
0.8-0.85	2
0.85-0.9	4
0.9-0.95	5
0.95-1	3

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	1.0	NPC190334
High Similarity	1.0	NPC62927
High Similarity	0.9625	NPC229249
High Similarity	0.9195	NPC280946
High Similarity	0.9195	NPC226769
High Similarity	0.9195	NPC6166
High Similarity	0.9091	NPC90240
High Similarity	0.9091	NPC120887
High Similarity	0.8989	NPC328779
High Similarity	0.8941	NPC328806
High Similarity	0.8791	NPC328914
High Similarity	0.8652	NPC329384
Intermediate Similarity	0.8068	NPC43246
Intermediate Similarity	0.8068	NPC89051
Intermediate Similarity	0.7802	NPC315063
Intermediate Similarity	0.7727	NPC106780
Intermediate Similarity	0.7711	NPC315806
Intermediate Similarity	0.7474	NPC36985
Intermediate Similarity	0.7474	NPC17892
Intermediate Similarity	0.7396	NPC283698
Intermediate Similarity	0.7396	NPC73765
Intermediate Similarity	0.7222	NPC313813
Intermediate Similarity	0.7204	NPC163352
Intermediate Similarity	0.7204	NPC210456
Intermediate Similarity	0.7158	NPC324390
Intermediate Similarity	0.7083	NPC320249
Intermediate Similarity	0.7083	NPC322594
Intermediate Similarity	0.7045	NPC329077
Remote Similarity	0.6932	NPC469972
Remote Similarity	0.6882	NPC71339
Remote Similarity	0.6882	NPC112842
Remote Similarity	0.67	NPC317639
Remote Similarity	0.6698	NPC329277
Remote Similarity	0.6574	NPC149843
Remote Similarity	0.6574	NPC155087
Remote Similarity	0.6557	NPC318142
Remote Similarity	0.6531	NPC171116
Remote Similarity	0.6413	NPC325902
Remote Similarity	0.64	NPC327344
Remote Similarity	0.6275	NPC318166
Remote Similarity	0.6275	NPC324516
Remote Similarity	0.605	NPC245534
Remote Similarity	0.5984	NPC315058
Remote Similarity	0.5979	NPC319753
Remote Similarity	0.596	NPC325723
Remote Similarity	0.5909	NPC314398
Remote Similarity	0.5909	NPC239705
Remote Similarity	0.5909	NPC314413
Remote Similarity	0.5856	NPC322449
Remote Similarity	0.5856	NPC62845
Remote Similarity	0.5856	NPC166242
Remote Similarity	0.5856	NPC189854
Remote Similarity	0.5856	NPC92874
Remote Similarity	0.584	NPC313962
Remote Similarity	0.5804	NPC10897
Remote Similarity	0.5804	NPC325900
Remote Similarity	0.5778	NPC316445
Remote Similarity	0.5772	NPC284651
Remote Similarity	0.5714	NPC293551
Remote Similarity	0.5692	NPC320818
Remote Similarity	0.566	NPC216278
Remote Similarity	0.5659	NPC319221
Remote Similarity	0.5657	NPC242077
Remote Similarity	0.5641	NPC478024

Drug Structure

NPD9602 OpenBabel08211713452D 23 23 0 0 1 0 0 0 0 0999 V2000 6.2631 -3.9250 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.3970 -3.4250 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.0878 -3.1931 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.0823 -3.0886 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 6.2631 -4.9250 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5823 -2.2226 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 3.5605 -2.4305 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 3.6650 -3.4250 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 4.5310 -4.9250 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.1291 -5.4250 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 5.3970 -5.4250 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 4.5310 -3.9250 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 0.5000 -2.3841 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.1756 -1.3090 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 4.3036 -1.7613 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.6650 -5.4250 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.7514 -3.8317 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.5706 -2.5169 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 7.9951 -4.9250 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 0.9067 -1.4706 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 2.7634 -0.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 4.0957 -0.7832 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 2.7990 -4.9250 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 2 2 0 0 0 0 1 5 1 0 0 0 0 2 12 1 0 0 0 0 3 13 1 0 0 0 0 4 3 1 6 0 0 0 4 6 1 0 0 0 0 4 17 1 0 0 0 0 5 10 2 0 0 0 0 5 11 1 0 0 0 0 6 7 1 0 0 0 0 6 14 1 1 0 0 0 7 8 1 0 0 0 0 7 15 1 6 0 0 0 8 12 1 6 0 0 0 8 17 1 0 0 0 0 9 11 2 0 0 0 0 9 12 1 0 0 0 0 9 16 1 0 0 0 0 10 19 1 0 0 0 0 13 20 1 0 0 0 0 14 21 1 0 0 0 0 15 22 1 0 0 0 0 16 23 1 0 0 0 0 M END $$$$

External Identifiers

TTD
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	243.09
ALogP	-2.3883
MLogP	1.57
XLogP	-0.606
HDA	8
HBD	5
Rotatable Bonds	6
TPSA	129.6
RO5 Violation	0