NPASS drugs

Drug Information

Drug ID:	NPD3790
Drug Name:	Gw468816
Molecular Formula:	C20H17ClN2O3
Canonical SMILES:	OC(=O)C1Nc2cc(Cl)ccc2/C(=C/2CCN(C2=O)c2ccccc2)/C1
Standard InCHI:	InChI=1S/C20H17ClN2O3/c21-12-6-7-14-16(11-18(20(25)26)22-17(14)10-12)15-8-9-23(19(15)24)13-4-2-1-3-5-13/h1-7,10,18,22H,8-9,11H2,(H,25,26)/b16-15+
Standard InCHIKey:	XDKRVNKVAKCFGW-FOCLMDBBSA-N
Max Developmental Stage:	Phase 2
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD3790

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	204
0.1-0.2	1045
0.2-0.3	7021
0.3-0.4	15394
0.4-0.5	4781
0.5-0.6	1993
0.6-0.7	444
0.7-0.8	8
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	0.7209	NPC309531
Intermediate Similarity	0.7209	NPC472102
Intermediate Similarity	0.7175	NPC285622
Intermediate Similarity	0.7151	NPC36495
Intermediate Similarity	0.7111	NPC475094
Intermediate Similarity	0.7041	NPC473329
Intermediate Similarity	0.7012	NPC315051
Intermediate Similarity	0.7006	NPC322433
Remote Similarity	0.6985	NPC471663
Remote Similarity	0.697	NPC43477
Remote Similarity	0.6966	NPC472118
Remote Similarity	0.6949	NPC279527
Remote Similarity	0.6949	NPC214960
Remote Similarity	0.6932	NPC189116
Remote Similarity	0.6914	NPC68650
Remote Similarity	0.6897	NPC61013
Remote Similarity	0.6867	NPC470301
Remote Similarity	0.6857	NPC193410
Remote Similarity	0.6857	NPC276085
Remote Similarity	0.6854	NPC472115
Remote Similarity	0.6854	NPC472114
Remote Similarity	0.6836	NPC113056
Remote Similarity	0.6836	NPC138293
Remote Similarity	0.6818	NPC248117
Remote Similarity	0.681	NPC162417
Remote Similarity	0.681	NPC316104
Remote Similarity	0.68	NPC222029
Remote Similarity	0.6796	NPC177261
Remote Similarity	0.6788	NPC287358
Remote Similarity	0.678	NPC472117
Remote Similarity	0.678	NPC472120
Remote Similarity	0.678	NPC472101
Remote Similarity	0.678	NPC282339
Remote Similarity	0.678	NPC176983
Remote Similarity	0.678	NPC99632
Remote Similarity	0.6776	NPC15573
Remote Similarity	0.6776	NPC183662
Remote Similarity	0.6776	NPC217372
Remote Similarity	0.676	NPC182131
Remote Similarity	0.6758	NPC470548
Remote Similarity	0.675	NPC307437
Remote Similarity	0.675	NPC58827
Remote Similarity	0.675	NPC72473
Remote Similarity	0.6747	NPC469560
Remote Similarity	0.674	NPC355
Remote Similarity	0.6739	NPC219336
Remote Similarity	0.672	NPC477159
Remote Similarity	0.6709	NPC254698
Remote Similarity	0.6708	NPC209389
Remote Similarity	0.6705	NPC123241
Remote Similarity	0.6705	NPC477887
Remote Similarity	0.6704	NPC472106
Remote Similarity	0.6704	NPC471124
Remote Similarity	0.6686	NPC237649
Remote Similarity	0.6686	NPC300596
Remote Similarity	0.6685	NPC14849
Remote Similarity	0.6667	NPC328611
Remote Similarity	0.6667	NPC248862
Remote Similarity	0.6667	NPC471164
Remote Similarity	0.6667	NPC471122
Remote Similarity	0.6649	NPC99043
Remote Similarity	0.6649	NPC276430
Remote Similarity	0.6649	NPC307396
Remote Similarity	0.6649	NPC147298
Remote Similarity	0.6649	NPC182057
Remote Similarity	0.6649	NPC218594
Remote Similarity	0.6649	NPC131450
Remote Similarity	0.663	NPC167724
Remote Similarity	0.663	NPC224970
Remote Similarity	0.663	NPC223595
Remote Similarity	0.6629	NPC225319
Remote Similarity	0.6629	NPC469903
Remote Similarity	0.6629	NPC474058
Remote Similarity	0.661	NPC113946
Remote Similarity	0.661	NPC104345
Remote Similarity	0.6606	NPC313352
Remote Similarity	0.6606	NPC474473
Remote Similarity	0.6606	NPC253476
Remote Similarity	0.6597	NPC473298
Remote Similarity	0.6592	NPC293458
Remote Similarity	0.6592	NPC286871
Remote Similarity	0.6587	NPC122553
Remote Similarity	0.6582	NPC106118
Remote Similarity	0.657	NPC264589
Remote Similarity	0.6564	NPC194562
Remote Similarity	0.6561	NPC316141
Remote Similarity	0.6554	NPC29285
Remote Similarity	0.6545	NPC284706
Remote Similarity	0.6543	NPC159963
Remote Similarity	0.6541	NPC203202
Remote Similarity	0.6541	NPC264482
Remote Similarity	0.6534	NPC478076
Remote Similarity	0.6527	NPC325599
Remote Similarity	0.6526	NPC94752
Remote Similarity	0.6524	NPC469896
Remote Similarity	0.6522	NPC242269
Remote Similarity	0.6514	NPC66936
Remote Similarity	0.6514	NPC154602
Remote Similarity	0.6509	NPC130251
Remote Similarity	0.648	NPC469902
Remote Similarity	0.6478	NPC71684
Remote Similarity	0.6478	NPC475915
Remote Similarity	0.6471	NPC248041
Remote Similarity	0.6471	NPC22082
Remote Similarity	0.6471	NPC283219
Remote Similarity	0.6471	NPC186284
Remote Similarity	0.6471	NPC126709
Remote Similarity	0.6468	NPC225400
Remote Similarity	0.6467	NPC292265
Remote Similarity	0.6455	NPC470317
Remote Similarity	0.6453	NPC136002
Remote Similarity	0.6438	NPC268534
Remote Similarity	0.6437	NPC212799
Remote Similarity	0.6437	NPC254798
Remote Similarity	0.6436	NPC471155
Remote Similarity	0.6436	NPC470786
Remote Similarity	0.6436	NPC472538
Remote Similarity	0.6436	NPC91179
Remote Similarity	0.6429	NPC470787
Remote Similarity	0.6429	NPC472540
Remote Similarity	0.6429	NPC471123
Remote Similarity	0.6429	NPC472539
Remote Similarity	0.6425	NPC128582
Remote Similarity	0.6421	NPC228835
Remote Similarity	0.6421	NPC97584
Remote Similarity	0.6417	NPC145885
Remote Similarity	0.6417	NPC14113
Remote Similarity	0.6417	NPC84827
Remote Similarity	0.6412	NPC242933
Remote Similarity	0.6409	NPC472121
Remote Similarity	0.6409	NPC476231
Remote Similarity	0.6406	NPC181928
Remote Similarity	0.6406	NPC14994
Remote Similarity	0.6405	NPC313981
Remote Similarity	0.6404	NPC270241
Remote Similarity	0.6404	NPC285192
Remote Similarity	0.64	NPC67043
Remote Similarity	0.64	NPC109787
Remote Similarity	0.64	NPC471436
Remote Similarity	0.6398	NPC149155
Remote Similarity	0.6398	NPC110500
Remote Similarity	0.6398	NPC203468
Remote Similarity	0.6396	NPC472541
Remote Similarity	0.6396	NPC90967
Remote Similarity	0.6396	NPC472542
Remote Similarity	0.6391	NPC316906
Remote Similarity	0.6391	NPC132636
Remote Similarity	0.6387	NPC259626
Remote Similarity	0.6384	NPC117032
Remote Similarity	0.6383	NPC6974
Remote Similarity	0.6373	NPC321708
Remote Similarity	0.6368	NPC471785
Remote Similarity	0.6368	NPC470205
Remote Similarity	0.6368	NPC477179
Remote Similarity	0.6364	NPC267885
Remote Similarity	0.6364	NPC281049
Remote Similarity	0.6359	NPC469904
Remote Similarity	0.6358	NPC192533
Remote Similarity	0.6354	NPC473615
Remote Similarity	0.6354	NPC315368
Remote Similarity	0.6354	NPC201424
Remote Similarity	0.635	NPC471944
Remote Similarity	0.6349	NPC11149
Remote Similarity	0.6348	NPC295021
Remote Similarity	0.6344	NPC161861
Remote Similarity	0.6344	NPC96901
Remote Similarity	0.6337	NPC477180
Remote Similarity	0.6337	NPC254850
Remote Similarity	0.6337	NPC477181
Remote Similarity	0.6337	NPC477178
Remote Similarity	0.6335	NPC2933
Remote Similarity	0.6333	NPC153694
Remote Similarity	0.6333	NPC211525
Remote Similarity	0.633	NPC186669
Remote Similarity	0.6328	NPC314223
Remote Similarity	0.6328	NPC475763
Remote Similarity	0.6321	NPC229484
Remote Similarity	0.6321	NPC17059
Remote Similarity	0.6316	NPC207554
Remote Similarity	0.6313	NPC471199
Remote Similarity	0.631	NPC469726
Remote Similarity	0.631	NPC329338
Remote Similarity	0.6308	NPC25401
Remote Similarity	0.6305	NPC477173
Remote Similarity	0.6305	NPC470490
Remote Similarity	0.6305	NPC477174
Remote Similarity	0.6303	NPC473322
Remote Similarity	0.6302	NPC133003
Remote Similarity	0.6302	NPC322621
Remote Similarity	0.6302	NPC52262
Remote Similarity	0.6301	NPC308197
Remote Similarity	0.6299	NPC319579
Remote Similarity	0.6298	NPC63210
Remote Similarity	0.6298	NPC473003
Remote Similarity	0.6298	NPC263709
Remote Similarity	0.6298	NPC148468
Remote Similarity	0.6298	NPC243673
Remote Similarity	0.6298	NPC310403
Remote Similarity	0.6298	NPC97380
Remote Similarity	0.6296	NPC213468

Drug Structure

NPD3790 OpenBabel08211704332D 28 31 0 0 1 0 0 0 0 0999 V2000 -2.9836 0.3136 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.3958 1.1226 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5768 -0.6000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.4013 1.0181 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.5823 -0.7045 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.1808 -1.1636 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.3147 -0.6636 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.4781 -0.6581 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.5000 -0.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.0468 0.3364 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.4487 1.8364 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.0468 -0.6636 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.9945 0.1045 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.3147 0.3364 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.5827 0.3364 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.4487 0.8364 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.1808 0.8364 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.3147 2.3364 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 0.6691 0.7431 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.3147 3.3364 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.9128 -1.1636 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 4.1808 1.8364 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 0.4612 1.7213 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.4487 3.8364 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 4.1808 3.8364 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 5.0468 2.3364 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 4.1808 4.8364 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 2 2 0 0 0 0 1 3 1 0 0 0 0 2 4 1 0 0 0 0 3 5 2 0 0 0 0 4 13 2 0 0 0 0 5 13 1 0 0 0 0 6 7 2 0 0 0 0 6 12 1 0 0 0 0 7 14 1 0 0 0 0 8 9 1 0 0 0 0 8 15 1 0 0 0 0 9 23 1 0 0 0 0 10 12 2 0 0 0 0 10 17 1 0 0 0 0 11 16 1 0 0 0 0 11 18 1 0 0 0 0 12 21 1 0 0 0 0 13 23 1 0 0 0 0 14 16 1 0 0 0 0 14 17 2 0 0 0 0 15 16 2 0 0 0 0 15 19 1 0 0 0 0 17 22 1 0 0 0 0 18 20 1 0 0 0 0 18 22 1 0 0 0 0 19 23 1 0 0 0 0 19 24 2 0 0 0 0 20 25 2 0 0 0 0 20 26 1 0 0 0 0 22 27 1 0 0 0 0 26 28 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DCL000126
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	10303232
ChEBI
CAS Number

Drug Properties

Molecular Weight	368.09
ALogP	-0.3016
MLogP	3
XLogP	3.326
HDA	5
HBD	2
Rotatable Bonds	4
TPSA	69.64
RO5 Violation	0