NPASS drugs

Drug Information

Drug ID:	NPD514
Drug Name:
Molecular Formula:	C11H13N3O5
Canonical SMILES:	OC[C@H]1O[C@@H]([C@@H]([C@@]1(O)C#C)O)n1ccc(=N)nc1O
Standard InCHI:	InChI=1S/C11H13N3O5/c1-2-11(18)6(5-15)19-9(8(11)16)14-4-3-7(12)13-10(14)17/h1,3-4,6,8-9,15-16,18H,5H2,(H2,12,13,17)/t6-,8+,9+,11-/m1/s1
Standard InCHIKey:	JFIWEPHGRUDAJN-XAWUEOSKSA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD514

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	62
0.1-0.2	5623
0.2-0.3	20361
0.3-0.4	4214
0.4-0.5	547
0.5-0.6	44
0.6-0.7	22
0.7-0.8	6
0.8-0.85	8
0.85-0.9	1
0.9-0.95	2
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	0.9091	NPC190334
High Similarity	0.9091	NPC62927
High Similarity	0.875	NPC229249
Intermediate Similarity	0.8421	NPC280946
Intermediate Similarity	0.8421	NPC226769
Intermediate Similarity	0.8421	NPC6166
Intermediate Similarity	0.837	NPC328806
Intermediate Similarity	0.8333	NPC90240
Intermediate Similarity	0.8333	NPC120887
Intermediate Similarity	0.8247	NPC328779
Intermediate Similarity	0.8081	NPC328914
Intermediate Similarity	0.7938	NPC329384
Intermediate Similarity	0.7396	NPC43246
Intermediate Similarity	0.7396	NPC89051
Intermediate Similarity	0.7172	NPC315063
Intermediate Similarity	0.7083	NPC106780
Intermediate Similarity	0.7033	NPC315806
Remote Similarity	0.6893	NPC36985
Remote Similarity	0.6893	NPC17892
Remote Similarity	0.6827	NPC73765
Remote Similarity	0.6827	NPC283698
Remote Similarity	0.68	NPC163352
Remote Similarity	0.68	NPC210456
Remote Similarity	0.6724	NPC313813
Remote Similarity	0.6602	NPC324390
Remote Similarity	0.6538	NPC320249
Remote Similarity	0.6538	NPC322594
Remote Similarity	0.65	NPC71339
Remote Similarity	0.65	NPC112842
Remote Similarity	0.6458	NPC329077
Remote Similarity	0.6354	NPC469972
Remote Similarity	0.6228	NPC329277
Remote Similarity	0.6204	NPC317639
Remote Similarity	0.619	NPC171116
Remote Similarity	0.6154	NPC318142
Remote Similarity	0.6121	NPC155087
Remote Similarity	0.6121	NPC149843
Remote Similarity	0.6075	NPC327344
Remote Similarity	0.6061	NPC325902
Remote Similarity	0.5963	NPC324516
Remote Similarity	0.5963	NPC318166
Remote Similarity	0.5785	NPC478024
Remote Similarity	0.5669	NPC245534
Remote Similarity	0.566	NPC325723
Remote Similarity	0.5615	NPC315058

Drug Structure

NPD514 OpenBabel08201723202D 24 25 0 0 1 0 0 0 0 0999 V2000 -4.0667 0.3392 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.2577 -0.2486 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 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 -1.9487 -1.7024 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 -1.7796 -0.0933 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -0.8660 -0.5000 0.0000 C 0 0 1 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 -2.4487 -0.8364 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 2.5981 1.5000 0.0000 N 0 0 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 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 -1.9875 0.8849 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 -3.3622 -1.2431 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 3.4641 1.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.9377 -1.9115 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.9385 1.1939 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 2.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -4.1713 -0.6554 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 2 3 0 0 0 0 3 4 2 0 0 0 0 3 7 1 0 0 0 0 4 14 1 0 0 0 0 5 6 1 0 0 0 0 5 15 1 0 0 0 0 6 11 1 6 0 0 0 6 19 1 0 0 0 0 7 12 2 0 0 0 0 7 13 1 0 0 0 0 8 9 1 0 0 0 0 8 11 1 1 0 0 0 8 16 1 0 0 0 0 9 14 1 1 0 0 0 9 19 1 0 0 0 0 10 13 2 0 0 0 0 10 14 1 0 0 0 0 10 17 1 0 0 0 0 11 2 1 6 0 0 0 11 18 1 0 0 0 0 12 20 1 0 0 0 0 15 21 1 0 0 0 0 16 22 1 0 0 0 0 17 23 1 0 0 0 0 18 24 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DNCL002622
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	56841052
ChEBI
CAS Number

Drug Properties

Molecular Weight	267.09
ALogP	-1.8579
MLogP	1.79
XLogP	-0.585
HDA	8
HBD	5
Rotatable Bonds	6
TPSA	129.6
RO5 Violation	0