NPASS drugs

Drug Information

Drug ID:	NPD4938
Drug Name:	Gsk-2636771
Molecular Formula:	C22H22F3N3O3
Canonical SMILES:	OC(=O)c1cc(cc2c1nc(n2Cc1cccc(c1C)C(F)(F)F)C)N1CCOCC1
Standard InCHI:	InChI=1S/C22H22F3N3O3/c1-13-15(4-3-5-18(13)22(23,24)25)12-28-14(2)26-20-17(21(29)30)10-16(11-19(20)28)27-6-8-31-9-7-27/h3-5,10-11H,6-9,12H2,1-2H3,(H,29,30)
Standard InCHIKey:	XTKLTGBKIDQGQL-UHFFFAOYSA-N
Max Developmental Stage:	Phase 2
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD4938

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	336
0.1-0.2	2128
0.2-0.3	9889
0.3-0.4	12614
0.4-0.5	3285
0.5-0.6	2041
0.6-0.7	578
0.7-0.8	19
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	0.7689	NPC90415
Intermediate Similarity	0.765	NPC116622
Intermediate Similarity	0.763	NPC243058
Intermediate Similarity	0.7545	NPC243850
Intermediate Similarity	0.7512	NPC203635
Intermediate Similarity	0.7441	NPC219848
Intermediate Similarity	0.7421	NPC474916
Intermediate Similarity	0.7406	NPC256268
Intermediate Similarity	0.7378	NPC314648
Intermediate Similarity	0.7315	NPC476341
Intermediate Similarity	0.7269	NPC313345
Intermediate Similarity	0.7269	NPC315638
Intermediate Similarity	0.7269	NPC313796
Intermediate Similarity	0.7269	NPC314855
Intermediate Similarity	0.7237	NPC314297
Intermediate Similarity	0.7237	NPC315545
Intermediate Similarity	0.7143	NPC314834
Intermediate Similarity	0.7137	NPC62995
Intermediate Similarity	0.7009	NPC244856
Remote Similarity	0.6987	NPC57398
Remote Similarity	0.6923	NPC123839
Remote Similarity	0.6907	NPC236424
Remote Similarity	0.6907	NPC306644
Remote Similarity	0.6878	NPC274842
Remote Similarity	0.6838	NPC266249
Remote Similarity	0.6834	NPC74619
Remote Similarity	0.682	NPC312645
Remote Similarity	0.6815	NPC263937
Remote Similarity	0.6815	NPC94428
Remote Similarity	0.6811	NPC107836
Remote Similarity	0.6807	NPC477979
Remote Similarity	0.6798	NPC472116
Remote Similarity	0.6797	NPC471944
Remote Similarity	0.6795	NPC63109
Remote Similarity	0.6787	NPC477891
Remote Similarity	0.6738	NPC165599
Remote Similarity	0.6721	NPC229893
Remote Similarity	0.6711	NPC254762
Remote Similarity	0.671	NPC81535
Remote Similarity	0.6696	NPC141454
Remote Similarity	0.6696	NPC282103
Remote Similarity	0.6695	NPC317752
Remote Similarity	0.6695	NPC89508
Remote Similarity	0.6695	NPC250448
Remote Similarity	0.6693	NPC472066
Remote Similarity	0.6693	NPC472067
Remote Similarity	0.6693	NPC472031
Remote Similarity	0.6667	NPC475685
Remote Similarity	0.6667	NPC208060
Remote Similarity	0.6654	NPC171393
Remote Similarity	0.6654	NPC295452
Remote Similarity	0.6653	NPC118940
Remote Similarity	0.6653	NPC244741
Remote Similarity	0.6653	NPC318299
Remote Similarity	0.6652	NPC471742
Remote Similarity	0.6652	NPC285923
Remote Similarity	0.6652	NPC54537
Remote Similarity	0.664	NPC187145
Remote Similarity	0.664	NPC329631
Remote Similarity	0.6638	NPC132539
Remote Similarity	0.6637	NPC278434
Remote Similarity	0.6626	NPC98371
Remote Similarity	0.6626	NPC313884
Remote Similarity	0.6625	NPC282247
Remote Similarity	0.6612	NPC267811
Remote Similarity	0.6612	NPC220851
Remote Similarity	0.661	NPC317373
Remote Similarity	0.6606	NPC84347
Remote Similarity	0.6605	NPC27904
Remote Similarity	0.6595	NPC212213
Remote Similarity	0.6595	NPC102008
Remote Similarity	0.6594	NPC272458
Remote Similarity	0.6583	NPC6865
Remote Similarity	0.6583	NPC153980
Remote Similarity	0.658	NPC472540
Remote Similarity	0.658	NPC470787
Remote Similarity	0.658	NPC472539
Remote Similarity	0.6578	NPC472119
Remote Similarity	0.6573	NPC257851
Remote Similarity	0.657	NPC471192
Remote Similarity	0.6568	NPC327592
Remote Similarity	0.6564	NPC473815
Remote Similarity	0.6562	NPC144114
Remote Similarity	0.6556	NPC31700
Remote Similarity	0.6553	NPC328318
Remote Similarity	0.6553	NPC328596
Remote Similarity	0.6552	NPC472542
Remote Similarity	0.6552	NPC472541
Remote Similarity	0.655	NPC138370
Remote Similarity	0.655	NPC472068
Remote Similarity	0.6548	NPC182222
Remote Similarity	0.6545	NPC476688
Remote Similarity	0.6545	NPC105758
Remote Similarity	0.6545	NPC476686
Remote Similarity	0.6542	NPC72956
Remote Similarity	0.654	NPC471191
Remote Similarity	0.6535	NPC183805
Remote Similarity	0.6535	NPC30540
Remote Similarity	0.6532	NPC471743
Remote Similarity	0.6531	NPC272174
Remote Similarity	0.653	NPC278874
Remote Similarity	0.652	NPC135601
Remote Similarity	0.652	NPC17273
Remote Similarity	0.652	NPC194040
Remote Similarity	0.652	NPC141612
Remote Similarity	0.651	NPC472207
Remote Similarity	0.6509	NPC245916
Remote Similarity	0.6506	NPC157931
Remote Similarity	0.6504	NPC21429
Remote Similarity	0.6504	NPC474896
Remote Similarity	0.6502	NPC147983
Remote Similarity	0.6502	NPC177996
Remote Similarity	0.6502	NPC322064
Remote Similarity	0.6498	NPC291609
Remote Similarity	0.6498	NPC472259
Remote Similarity	0.649	NPC48317
Remote Similarity	0.6485	NPC116555
Remote Similarity	0.6483	NPC162730
Remote Similarity	0.6482	NPC158055
Remote Similarity	0.648	NPC471762
Remote Similarity	0.6478	NPC31097
Remote Similarity	0.6475	NPC244425
Remote Similarity	0.6475	NPC15384
Remote Similarity	0.6475	NPC27041
Remote Similarity	0.6471	NPC77101
Remote Similarity	0.646	NPC143533
Remote Similarity	0.646	NPC470317
Remote Similarity	0.6459	NPC124300
Remote Similarity	0.6457	NPC475607
Remote Similarity	0.6456	NPC295548
Remote Similarity	0.6453	NPC239954
Remote Similarity	0.6452	NPC322644
Remote Similarity	0.6446	NPC471194
Remote Similarity	0.6446	NPC471193
Remote Similarity	0.6444	NPC53344
Remote Similarity	0.6444	NPC471155
Remote Similarity	0.6444	NPC88110
Remote Similarity	0.6438	NPC471130
Remote Similarity	0.6432	NPC309845
Remote Similarity	0.6429	NPC474081
Remote Similarity	0.6429	NPC477112
Remote Similarity	0.6426	NPC192674
Remote Similarity	0.6423	NPC250178
Remote Similarity	0.6422	NPC198673
Remote Similarity	0.6422	NPC88970
Remote Similarity	0.6419	NPC472323
Remote Similarity	0.6417	NPC270241
Remote Similarity	0.6416	NPC113626
Remote Similarity	0.6414	NPC474116
Remote Similarity	0.6414	NPC66777
Remote Similarity	0.6413	NPC475594
Remote Similarity	0.641	NPC90229
Remote Similarity	0.6408	NPC471197
Remote Similarity	0.6402	NPC225400
Remote Similarity	0.64	NPC474041
Remote Similarity	0.64	NPC103687
Remote Similarity	0.64	NPC132631
Remote Similarity	0.64	NPC279589
Remote Similarity	0.6395	NPC57994
Remote Similarity	0.6395	NPC289299
Remote Similarity	0.6388	NPC159125
Remote Similarity	0.6385	NPC288445
Remote Similarity	0.6385	NPC310618
Remote Similarity	0.6385	NPC178858
Remote Similarity	0.6383	NPC168911
Remote Similarity	0.6382	NPC471198
Remote Similarity	0.6381	NPC1203
Remote Similarity	0.6381	NPC471583
Remote Similarity	0.6381	NPC471782
Remote Similarity	0.6379	NPC475778
Remote Similarity	0.6379	NPC471603
Remote Similarity	0.6377	NPC45048
Remote Similarity	0.6375	NPC472538
Remote Similarity	0.6375	NPC470786
Remote Similarity	0.6372	NPC15840
Remote Similarity	0.6367	NPC469928
Remote Similarity	0.6364	NPC160666
Remote Similarity	0.6364	NPC329858
Remote Similarity	0.6364	NPC234999
Remote Similarity	0.636	NPC207851
Remote Similarity	0.636	NPC245756
Remote Similarity	0.636	NPC470003
Remote Similarity	0.6356	NPC14325
Remote Similarity	0.6356	NPC234987
Remote Similarity	0.6356	NPC211997
Remote Similarity	0.6356	NPC28848
Remote Similarity	0.6356	NPC241024
Remote Similarity	0.6352	NPC45850
Remote Similarity	0.6351	NPC164664
Remote Similarity	0.6349	NPC470280
Remote Similarity	0.6349	NPC33949
Remote Similarity	0.6347	NPC224632
Remote Similarity	0.6345	NPC216612
Remote Similarity	0.6342	NPC278540
Remote Similarity	0.6339	NPC303225
Remote Similarity	0.6339	NPC470548
Remote Similarity	0.6339	NPC469938
Remote Similarity	0.6336	NPC129909
Remote Similarity	0.6335	NPC473506
Remote Similarity	0.6333	NPC238457

Drug Structure

NPD4938 OpenBabel08211706322D 32 35 0 0 0 0 0 0 0 0999 V2000 -0.9271 -4.4712 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.5878 -0.8090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.0074 -3.8475 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.3383 -3.1043 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6984 -4.7985 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.4152 -1.3090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.5491 -2.8090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.2812 -1.8090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.4152 -3.3090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.6831 -0.3090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.8171 -1.8090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.3090 -2.5691 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0511 -4.2633 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.5878 -0.8090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.3601 -3.3122 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.6831 -1.3090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.8171 0.1910 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.7202 -5.0064 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.9511 -1.3090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.9511 -0.3090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.8171 1.1910 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.4112 -5.9575 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.3319 -6.6266 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 -0.5398 -5.6485 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 1.0803 -6.7006 0.0000 F 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 3.5491 -1.8090 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 -1.6180 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 2.6831 1.6910 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.9511 1.6910 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 5.2812 -2.8090 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.9511 2.6910 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 13 1 0 0 0 0 2 14 1 0 0 0 0 3 4 2 0 0 0 0 3 5 1 0 0 0 0 4 15 1 0 0 0 0 5 18 2 0 0 0 0 6 8 1 0 0 0 0 6 27 1 0 0 0 0 7 9 1 0 0 0 0 7 27 1 0 0 0 0 8 31 1 0 0 0 0 9 31 1 0 0 0 0 10 16 2 0 0 0 0 10 17 1 0 0 0 0 11 16 1 0 0 0 0 11 19 2 0 0 0 0 12 15 1 0 0 0 0 12 28 1 0 0 0 0 13 15 2 0 0 0 0 13 18 1 0 0 0 0 14 26 2 0 0 0 0 14 28 1 0 0 0 0 16 27 1 0 0 0 0 17 20 2 0 0 0 0 17 21 1 0 0 0 0 18 22 1 0 0 0 0 19 20 1 0 0 0 0 19 28 1 0 0 0 0 20 26 1 0 0 0 0 21 29 2 0 0 0 0 21 30 1 0 0 0 0 22 23 1 0 0 0 0 22 24 1 0 0 0 0 22 25 1 0 0 0 0 30 32 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DNCL002436
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	56949517
ChEBI
CAS Number

Drug Properties

Molecular Weight	433.16
ALogP	1.4819
MLogP	2.89
XLogP	4.823
HDA	6
HBD	1
Rotatable Bonds	11
TPSA	67.59
RO5 Violation	0