NPASS drugs

Drug Information

Drug ID:	NPD3769
Drug Name:	GSK-932121A
Molecular Formula:	C20H15ClF3NO4
Canonical SMILES:	OCc1[nH]c(C)c(c(=O)c1c1ccc(cc1)Oc1ccc(cc1)OC(F)(F)F)Cl
Standard InCHI:	InChI=1S/C20H15ClF3NO4/c1-11-18(21)19(27)17(16(10-26)25-11)12-2-4-13(5-3-12)28-14-6-8-15(9-7-14)29-20(22,23)24/h2-9,26H,10H2,1H3,(H,25,27)
Standard InCHIKey:	QGQFNQWZHHSZIC-UHFFFAOYSA-N
Max Developmental Stage:	Discontinued
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD3769

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	143
0.1-0.2	1086
0.2-0.3	3408
0.3-0.4	9612
0.4-0.5	3189
0.5-0.6	8819
0.6-0.7	4620
0.7-0.8	13
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	0.7123	NPC19290
Intermediate Similarity	0.7107	NPC318028
Intermediate Similarity	0.7107	NPC318984
Intermediate Similarity	0.7107	NPC259800
Intermediate Similarity	0.7107	NPC282087
Intermediate Similarity	0.7107	NPC317741
Intermediate Similarity	0.7107	NPC328137
Intermediate Similarity	0.7107	NPC241086
Intermediate Similarity	0.7095	NPC264976
Intermediate Similarity	0.7086	NPC255253
Intermediate Similarity	0.7013	NPC298884
Intermediate Similarity	0.7	NPC197239
Intermediate Similarity	0.7	NPC326860
Remote Similarity	0.6993	NPC2771
Remote Similarity	0.6987	NPC7569
Remote Similarity	0.6974	NPC328267
Remote Similarity	0.6951	NPC17760
Remote Similarity	0.6948	NPC474476
Remote Similarity	0.6939	NPC51345
Remote Similarity	0.6928	NPC89630
Remote Similarity	0.6923	NPC238309
Remote Similarity	0.6913	NPC293424
Remote Similarity	0.6903	NPC22783
Remote Similarity	0.6899	NPC474340
Remote Similarity	0.6894	NPC231772
Remote Similarity	0.6894	NPC47815
Remote Similarity	0.6894	NPC234133
Remote Similarity	0.6894	NPC127447
Remote Similarity	0.6894	NPC473887
Remote Similarity	0.6894	NPC124784
Remote Similarity	0.6894	NPC194281
Remote Similarity	0.6894	NPC29353
Remote Similarity	0.6883	NPC320242
Remote Similarity	0.6871	NPC143799
Remote Similarity	0.6871	NPC241838
Remote Similarity	0.6871	NPC152042
Remote Similarity	0.6867	NPC54243
Remote Similarity	0.6864	NPC37348
Remote Similarity	0.6863	NPC93730
Remote Similarity	0.6863	NPC473942
Remote Similarity	0.6859	NPC2596
Remote Similarity	0.6859	NPC201419
Remote Similarity	0.6859	NPC125887
Remote Similarity	0.6855	NPC470441
Remote Similarity	0.6852	NPC86087
Remote Similarity	0.6852	NPC266597
Remote Similarity	0.6852	NPC250266
Remote Similarity	0.6848	NPC9373
Remote Similarity	0.6846	NPC469954
Remote Similarity	0.6835	NPC470392
Remote Similarity	0.6835	NPC141549
Remote Similarity	0.6829	NPC281207
Remote Similarity	0.6829	NPC230285
Remote Similarity	0.6829	NPC59951
Remote Similarity	0.6829	NPC184536
Remote Similarity	0.6829	NPC103342
Remote Similarity	0.6829	NPC146679
Remote Similarity	0.6829	NPC103904
Remote Similarity	0.6829	NPC269652
Remote Similarity	0.6818	NPC193805
Remote Similarity	0.6813	NPC477210
Remote Similarity	0.681	NPC276905
Remote Similarity	0.681	NPC188947
Remote Similarity	0.681	NPC99333
Remote Similarity	0.681	NPC280284
Remote Similarity	0.68	NPC32298
Remote Similarity	0.6792	NPC278556
Remote Similarity	0.6792	NPC307289
Remote Similarity	0.6792	NPC132308
Remote Similarity	0.6792	NPC169766
Remote Similarity	0.6792	NPC113006
Remote Similarity	0.679	NPC13408
Remote Similarity	0.6788	NPC136840
Remote Similarity	0.6788	NPC90582
Remote Similarity	0.6788	NPC262094
Remote Similarity	0.6779	NPC128249
Remote Similarity	0.6772	NPC2989
Remote Similarity	0.6772	NPC278787
Remote Similarity	0.677	NPC248872
Remote Similarity	0.6768	NPC18260
Remote Similarity	0.6768	NPC20709
Remote Similarity	0.6768	NPC225153
Remote Similarity	0.6768	NPC78913
Remote Similarity	0.6768	NPC265871
Remote Similarity	0.6768	NPC329203
Remote Similarity	0.6768	NPC183642
Remote Similarity	0.6768	NPC310370
Remote Similarity	0.6768	NPC310135
Remote Similarity	0.6768	NPC136649
Remote Similarity	0.6768	NPC150648
Remote Similarity	0.6768	NPC274784
Remote Similarity	0.6768	NPC222342
Remote Similarity	0.6766	NPC124780
Remote Similarity	0.6766	NPC224714
Remote Similarity	0.6766	NPC87486
Remote Similarity	0.6761	NPC38209
Remote Similarity	0.6752	NPC226661
Remote Similarity	0.6752	NPC469930
Remote Similarity	0.675	NPC473655
Remote Similarity	0.675	NPC101294
Remote Similarity	0.6748	NPC290291
Remote Similarity	0.6748	NPC188879
Remote Similarity	0.6748	NPC275055
Remote Similarity	0.6732	NPC314329
Remote Similarity	0.6731	NPC474264
Remote Similarity	0.6731	NPC303680
Remote Similarity	0.6731	NPC84076
Remote Similarity	0.6731	NPC475236
Remote Similarity	0.6731	NPC90128
Remote Similarity	0.673	NPC301717
Remote Similarity	0.673	NPC137264
Remote Similarity	0.6728	NPC223616
Remote Similarity	0.6728	NPC77955
Remote Similarity	0.6727	NPC129853
Remote Similarity	0.6727	NPC6407
Remote Similarity	0.6727	NPC188243
Remote Similarity	0.6727	NPC241100
Remote Similarity	0.6727	NPC182475
Remote Similarity	0.6727	NPC110228
Remote Similarity	0.6727	NPC150522
Remote Similarity	0.6727	NPC76445
Remote Similarity	0.6727	NPC159275
Remote Similarity	0.6727	NPC284550
Remote Similarity	0.6726	NPC472629
Remote Similarity	0.6726	NPC470458
Remote Similarity	0.6724	NPC158900
Remote Similarity	0.6711	NPC168050
Remote Similarity	0.6711	NPC474874
Remote Similarity	0.6711	NPC296526
Remote Similarity	0.6711	NPC193193
Remote Similarity	0.671	NPC221798
Remote Similarity	0.6709	NPC939
Remote Similarity	0.6708	NPC78540
Remote Similarity	0.6708	NPC213216
Remote Similarity	0.6708	NPC274121
Remote Similarity	0.6708	NPC223457
Remote Similarity	0.6708	NPC50898
Remote Similarity	0.6707	NPC118813
Remote Similarity	0.6707	NPC201395
Remote Similarity	0.6707	NPC113770
Remote Similarity	0.6707	NPC470216
Remote Similarity	0.6707	NPC124269
Remote Similarity	0.6707	NPC71903
Remote Similarity	0.6706	NPC5173
Remote Similarity	0.6706	NPC470461
Remote Similarity	0.6702	NPC264938
Remote Similarity	0.669	NPC298224
Remote Similarity	0.6688	NPC41721
Remote Similarity	0.6688	NPC151167
Remote Similarity	0.6688	NPC123228
Remote Similarity	0.6688	NPC5018
Remote Similarity	0.6688	NPC291189
Remote Similarity	0.6688	NPC276466
Remote Similarity	0.6688	NPC69403
Remote Similarity	0.6688	NPC123722
Remote Similarity	0.6687	NPC3188
Remote Similarity	0.6687	NPC282300
Remote Similarity	0.6687	NPC312391
Remote Similarity	0.6687	NPC61546
Remote Similarity	0.6687	NPC216361
Remote Similarity	0.6687	NPC116775
Remote Similarity	0.6687	NPC281917
Remote Similarity	0.6687	NPC110969
Remote Similarity	0.6687	NPC324386
Remote Similarity	0.6687	NPC254741
Remote Similarity	0.6687	NPC187432
Remote Similarity	0.6687	NPC213322
Remote Similarity	0.6687	NPC103362
Remote Similarity	0.6687	NPC256042
Remote Similarity	0.6687	NPC284424
Remote Similarity	0.6687	NPC130976
Remote Similarity	0.6687	NPC240593
Remote Similarity	0.6687	NPC72452
Remote Similarity	0.6687	NPC4743
Remote Similarity	0.6686	NPC211466
Remote Similarity	0.6686	NPC40086
Remote Similarity	0.6686	NPC122828
Remote Similarity	0.6686	NPC44721
Remote Similarity	0.6686	NPC474843
Remote Similarity	0.6686	NPC476182
Remote Similarity	0.6686	NPC176869
Remote Similarity	0.6686	NPC3779
Remote Similarity	0.6667	NPC125269
Remote Similarity	0.6667	NPC115998
Remote Similarity	0.6667	NPC261234
Remote Similarity	0.6667	NPC303633
Remote Similarity	0.6667	NPC23332
Remote Similarity	0.6667	NPC184649
Remote Similarity	0.6667	NPC318357
Remote Similarity	0.6667	NPC184136
Remote Similarity	0.6667	NPC303185
Remote Similarity	0.6667	NPC469929
Remote Similarity	0.6667	NPC470890
Remote Similarity	0.6667	NPC136112
Remote Similarity	0.6667	NPC311144
Remote Similarity	0.6667	NPC266932
Remote Similarity	0.6667	NPC66705
Remote Similarity	0.6667	NPC291153
Remote Similarity	0.6667	NPC53181
Remote Similarity	0.6667	NPC216978

Drug Structure

NPD3769 OpenBabel08211704332D 31 33 0 0 0 0 0 0 0 0999 V2000 -2.5981 -0.5000 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 0.8660 2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.3301 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.1962 3.0000 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 6.0622 2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 2.5000 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 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.3301 2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.0622 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 1.5000 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 -0.5000 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 6.9282 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 -1.5000 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 6.4282 -0.8660 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 5.9282 0.0000 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 7.7942 -0.5000 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 1.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 3.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 -0.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 3.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 6.9282 1.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 1.5000 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 1 11 1 0 0 0 0 2 4 1 0 0 0 0 2 12 2 0 0 0 0 3 5 2 0 0 0 0 3 12 1 0 0 0 0 4 13 2 0 0 0 0 5 13 1 0 0 0 0 6 8 1 0 0 0 0 6 14 2 0 0 0 0 7 9 2 0 0 0 0 7 14 1 0 0 0 0 8 15 2 0 0 0 0 9 15 1 0 0 0 0 10 16 1 0 0 0 0 10 26 1 0 0 0 0 11 18 2 0 0 0 0 11 25 1 0 0 0 0 12 17 1 0 0 0 0 13 28 1 0 0 0 0 14 28 1 0 0 0 0 15 29 1 0 0 0 0 16 17 2 0 0 0 0 16 25 1 0 0 0 0 17 19 1 0 0 0 0 18 19 1 0 0 0 0 18 21 1 0 0 0 0 19 27 2 0 0 0 0 20 22 1 0 0 0 0 20 23 1 0 0 0 0 20 24 1 0 0 0 0 20 29 1 0 0 0 0 25 30 1 0 0 0 0 26 31 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB010388
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	425.06
ALogP	1.4521
MLogP	2.67
XLogP	5.435
HDA	3
HBD	2
Rotatable Bonds	12
TPSA	67.79
RO5 Violation	1