NPASS drugs

Drug Information

Drug ID:	NPD5002
Drug Name:	MC-02331
Molecular Formula:	C22H23N9O5S5
Canonical SMILES:	O/N=C(/c1csc(=N)[nH]1)C(=N[C@@H]1C(=O)N2[C@@H]1SCC(=C2C(=O)O)Sc1ccc(cc1CSC(=N)N)CSC(=N)N)O
Standard InCHI:	InChI=1S/C22H23N9O5S5/c23-20(24)38-4-8-1-2-11(9(3-8)5-39-21(25)26)41-12-7-37-18-14(17(33)31(18)15(12)19(34)35)29-16(32)13(30-36)10-6-40-22(27)28-10/h1-3,6,14,18,36H,4-5,7H2,(H3,23,24)(H3,25,26)(H2,27,28)(H,29,32)(H,34,35)/b30-13-/t14-,18-/m1/s1
Standard InCHIKey:	ZFCGALFUDLENDT-SOCQYBPFSA-N
Max Developmental Stage:	Discontinued
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD5002

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	212
0.1-0.2	2299
0.2-0.3	10251
0.3-0.4	15236
0.4-0.5	2497
0.5-0.6	385
0.6-0.7	9
0.7-0.8	1
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	0.7219	NPC13470
Remote Similarity	0.663	NPC315388
Remote Similarity	0.657	NPC468984
Remote Similarity	0.6214	NPC143325
Remote Similarity	0.6056	NPC311658
Remote Similarity	0.6056	NPC83790
Remote Similarity	0.6056	NPC128237
Remote Similarity	0.602	NPC153554
Remote Similarity	0.6012	NPC32858
Remote Similarity	0.6012	NPC194857
Remote Similarity	0.5957	NPC114806
Remote Similarity	0.5944	NPC471680
Remote Similarity	0.5941	NPC122427
Remote Similarity	0.5941	NPC329961
Remote Similarity	0.5932	NPC89489
Remote Similarity	0.5904	NPC24617
Remote Similarity	0.5904	NPC220698
Remote Similarity	0.5896	NPC300315
Remote Similarity	0.5882	NPC165538
Remote Similarity	0.5856	NPC322878
Remote Similarity	0.5843	NPC132636
Remote Similarity	0.5816	NPC318930
Remote Similarity	0.5816	NPC326407
Remote Similarity	0.5816	NPC317725
Remote Similarity	0.5816	NPC317362
Remote Similarity	0.5794	NPC478005
Remote Similarity	0.5761	NPC105717
Remote Similarity	0.5743	NPC96016
Remote Similarity	0.5699	NPC475168
Remote Similarity	0.5699	NPC7817
Remote Similarity	0.5689	NPC239357
Remote Similarity	0.5684	NPC324850
Remote Similarity	0.5678	NPC14849
Remote Similarity	0.5673	NPC477638
Remote Similarity	0.5673	NPC477632
Remote Similarity	0.5671	NPC475013
Remote Similarity	0.5667	NPC77992
Remote Similarity	0.5661	NPC473580
Remote Similarity	0.5657	NPC328611
Remote Similarity	0.565	NPC182057
Remote Similarity	0.565	NPC131450
Remote Similarity	0.565	NPC147298
Remote Similarity	0.5647	NPC302169
Remote Similarity	0.5645	NPC283783
Remote Similarity	0.5638	NPC286551
Remote Similarity	0.5631	NPC477636
Remote Similarity	0.5625	NPC469243
Remote Similarity	0.5625	NPC475544
Remote Similarity	0.5622	NPC145178
Remote Similarity	0.5622	NPC475350
Remote Similarity	0.5622	NPC14877
Remote Similarity	0.5619	NPC189116
Remote Similarity	0.5616	NPC251036
Remote Similarity	0.5608	NPC470902
Remote Similarity	0.5602	NPC476048
Remote Similarity	0.5602	NPC326349
Remote Similarity	0.5602	NPC323336

Drug Structure

NPD5002 OpenBabel08211706322D 52 55 0 0 1 0 0 0 0 0999 V2000 5.3301 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.4641 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.1962 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.0622 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.3301 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.1877 -3.4797 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.7321 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.1962 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.3301 0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.1213 -3.1213 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.4641 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.7321 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.3801 -2.1554 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -1.0000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 1.8660 0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.6730 -1.4483 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.0000 -1.0000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 1.8660 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.7942 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.0622 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.2060 -4.7371 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.7942 -2.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 9.6603 -1.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 7.0622 0.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 7.9282 2.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -2.5644 -5.6707 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -2.7506 -3.8985 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -0.7071 -1.7071 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -3.3461 -1.8966 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 1.0000 0.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -1.9319 -0.4824 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.7071 0.7071 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.7321 2.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.0000 2.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -3.6049 -0.9306 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.8660 -1.5000 0.0000 S 0 0 0 0 0 0 0 0 0 0 0 0 7.9282 -1.0000 0.0000 S 0 0 0 0 0 0 0 0 0 0 0 0 6.1962 2.0000 0.0000 S 0 0 0 0 0 0 0 0 0 0 0 0 -1.2401 -4.4783 0.0000 S 0 0 0 0 0 0 0 0 0 0 0 0 3.5981 0.5000 0.0000 S 0 0 0 0 0 0 0 0 0 0 0 0 9.6603 -3.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 10.5263 -1.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 9.6603 0.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 7.9282 0.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 8.7942 1.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 7.9282 3.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.5521 -5.8272 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.7493 -3.8461 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.8978 -0.2235 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1.0000 3.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -4.5708 -0.6718 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 2 2 0 0 0 0 1 8 1 0 0 0 0 2 11 1 0 0 0 0 3 8 2 0 0 0 0 3 9 1 0 0 0 0 4 8 1 0 0 0 0 4 38 1 0 0 0 0 5 9 1 0 0 0 0 5 39 1 0 0 0 0 6 10 2 0 0 0 0 6 40 1 0 0 0 0 7 12 1 0 0 0 0 7 37 1 0 0 0 0 9 11 2 0 0 0 0 10 13 1 0 0 0 0 10 28 1 0 0 0 0 11 41 1 0 0 0 0 12 15 2 0 0 0 0 12 41 1 0 0 0 0 13 16 1 0 0 0 0 13 30 2 0 0 0 0 14 17 1 0 0 0 0 14 18 1 0 0 0 0 14 29 1 6 0 0 0 15 19 1 0 0 0 0 15 31 1 0 0 0 0 16 29 2 3 0 0 0 16 32 1 0 0 0 0 17 31 1 0 0 0 0 17 33 2 0 0 0 0 18 31 1 0 0 0 0 18 37 1 6 0 0 0 19 34 2 0 0 0 0 19 35 1 0 0 0 0 20 23 2 0 0 0 0 20 24 1 0 0 0 0 20 38 1 0 0 0 0 21 25 2 0 0 0 0 21 26 1 0 0 0 0 21 39 1 0 0 0 0 22 27 2 0 0 0 0 22 28 1 0 0 0 0 22 40 1 0 0 0 0 23 42 1 0 0 0 0 24 43 1 0 0 0 0 24 44 1 0 0 0 0 25 45 1 0 0 0 0 26 46 1 0 0 0 0 26 47 1 0 0 0 0 27 48 1 0 0 0 0 28 49 1 0 0 0 0 30 36 1 0 0 0 0 32 50 1 0 0 0 0 35 51 1 0 0 0 0 36 52 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB015742
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	653.04
ALogP	0.9844
MLogP	1.79
XLogP	0.813
HDA	12
HBD	9
Rotatable Bonds	17
TPSA	384.91
RO5 Violation	3