NPASS drugs

Drug Information

Drug ID:	NPD2966
Drug Name:
Molecular Formula:	C18H21N5O6S2
Canonical SMILES:	OC(=O)CC[C@@H](C(=O)O)NC(=O)c1ccc(s1)CC[C@H]1CNc2c(S1)c(O)nc(=N)[nH]2
Standard InCHI:	InChI=1S/C18H21N5O6S2/c19-18-22-14-13(16(27)23-18)31-9(7-20-14)2-1-8-3-5-11(30-8)15(26)21-10(17(28)29)4-6-12(24)25/h3,5,9-10H,1-2,4,6-7H2,(H,21,26)(H,24,25)(H,28,29)(H4,19,20,22,23,27)/t9-,10-/m0/s1
Standard InCHIKey:	HHKAOUMVRGSKLS-UWVGGRQHSA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD2966

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	197
0.1-0.2	2376
0.2-0.3	11794
0.3-0.4	13394
0.4-0.5	2731
0.5-0.6	388
0.6-0.7	4
0.7-0.8	6
0.8-0.85	0
0.85-0.9	0
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
Intermediate Similarity	0.7247	NPC248862
Intermediate Similarity	0.7247	NPC328611
Intermediate Similarity	0.7167	NPC14849
Intermediate Similarity	0.7127	NPC131450
Intermediate Similarity	0.7127	NPC147298
Intermediate Similarity	0.7127	NPC182057
Remote Similarity	0.6364	NPC13470
Remote Similarity	0.6114	NPC468984
Remote Similarity	0.6068	NPC143325
Remote Similarity	0.6033	NPC84317
Remote Similarity	0.5981	NPC177996
Remote Similarity	0.5981	NPC147983
Remote Similarity	0.5978	NPC311658
Remote Similarity	0.5968	NPC154478
Remote Similarity	0.5949	NPC153554
Remote Similarity	0.5947	NPC66490
Remote Similarity	0.5909	NPC235194
Remote Similarity	0.5873	NPC113056
Remote Similarity	0.5873	NPC138293
Remote Similarity	0.5864	NPC315388
Remote Similarity	0.5852	NPC132636
Remote Similarity	0.5844	NPC11466
Remote Similarity	0.5829	NPC471155
Remote Similarity	0.5829	NPC24617
Remote Similarity	0.5802	NPC270241
Remote Similarity	0.5798	NPC114806
Remote Similarity	0.5789	NPC189116
Remote Similarity	0.5782	NPC225400
Remote Similarity	0.5778	NPC471680
Remote Similarity	0.5769	NPC478039
Remote Similarity	0.5761	NPC300443
Remote Similarity	0.5755	NPC470786
Remote Similarity	0.5755	NPC472538
Remote Similarity	0.5731	NPC322433
Remote Similarity	0.5731	NPC477937
Remote Similarity	0.5728	NPC478005
Remote Similarity	0.5728	NPC477639
Remote Similarity	0.5727	NPC478007
Remote Similarity	0.5714	NPC120203
Remote Similarity	0.568	NPC477638
Remote Similarity	0.568	NPC477632
Remote Similarity	0.5676	NPC478008
Remote Similarity	0.5668	NPC469903
Remote Similarity	0.5659	NPC477631
Remote Similarity	0.565	NPC314835
Remote Similarity	0.5646	NPC106118
Remote Similarity	0.5642	NPC238412
Remote Similarity	0.5637	NPC477636
Remote Similarity	0.5617	NPC477420
Remote Similarity	0.5617	NPC477418
Remote Similarity	0.5608	NPC324850

Drug Structure

NPD2966 OpenBabel08211702562D 38 40 0 0 1 0 0 0 0 0999 V2000 5.1962 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.3301 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.3871 1.5878 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.0974 1.5208 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.6962 2.5388 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.5041 0.6072 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.1962 1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 -0.0000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 7.6852 2.3298 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 5.6962 2.5388 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.9164 -0.2018 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 1.7321 1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.2839 3.3479 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 8.6797 2.2253 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 -0.8660 1.5000 0.0000 N 0 0 0 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 7.2785 3.2433 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 7.3231 -1.1153 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 5.9218 -0.0973 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 5.8772 4.2614 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 9.0865 1.3117 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 9.2675 3.0343 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 6.0052 1.5878 0.0000 S 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 -0.5000 0.0000 S 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 1.0000 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 7.8662 4.0523 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 5.3341 -0.9063 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 -2.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 10.2620 2.9297 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 2 1 0 0 0 0 1 8 1 0 0 0 0 3 5 1 0 0 0 0 3 8 2 0 0 0 0 4 6 1 0 0 0 0 5 11 2 0 0 0 0 6 12 1 0 0 0 0 7 9 1 0 0 0 0 7 20 1 0 0 0 0 8 30 1 0 0 0 0 9 2 1 6 0 0 0 9 31 1 0 0 0 0 10 4 1 6 0 0 0 10 17 1 0 0 0 0 10 21 1 0 0 0 0 11 15 1 0 0 0 0 11 30 1 0 0 0 0 12 24 2 0 0 0 0 12 25 1 0 0 0 0 13 14 2 0 0 0 0 13 16 1 0 0 0 0 13 31 1 0 0 0 0 14 20 1 0 0 0 0 14 22 1 0 0 0 0 15 21 1 0 0 0 0 15 26 2 0 0 0 0 16 23 2 0 0 0 0 16 27 1 0 0 0 0 17 28 2 0 0 0 0 17 29 1 0 0 0 0 18 19 2 0 0 0 0 18 22 1 0 0 0 0 18 23 1 0 0 0 0 19 32 1 0 0 0 0 20 33 1 0 0 0 0 21 34 1 0 0 0 0 22 35 1 0 0 0 0 25 36 1 0 0 0 0 27 37 1 0 0 0 0 29 38 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DNC000168
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	177315
ChEBI
CAS Number

Drug Properties

Molecular Weight	467.09
ALogP	-1.4908
MLogP	2.01
XLogP	1.312
HDA	11
HBD	7
Rotatable Bonds	13
TPSA	237.74
RO5 Violation	2