NPASS drugs

Drug Information

Drug ID:	NPD4850
Drug Name:	Osi-930
Molecular Formula:	C22H16F3N3O2S
Canonical SMILES:	O=C(c1sccc1NCc1ccnc2c1cccc2)Nc1ccc(cc1)OC(F)(F)F
Standard InCHI:	InChI=1S/C22H16F3N3O2S/c23-22(24,25)30-16-7-5-15(6-8-16)28-21(29)20-19(10-12-31-20)27-13-14-9-11-26-18-4-2-1-3-17(14)18/h1-12,27H,13H2,(H,28,29)
Standard InCHIKey:	FGTCROZDHDSNIO-UHFFFAOYSA-N
Max Developmental Stage:	Phase 1
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD4850

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	525
0.1-0.2	4291
0.2-0.3	8567
0.3-0.4	11005
0.4-0.5	3953
0.5-0.6	1702
0.6-0.7	809
0.7-0.8	38
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	0.7511	NPC323969
Intermediate Similarity	0.75	NPC153467
Intermediate Similarity	0.7333	NPC101350
Intermediate Similarity	0.7319	NPC157931
Intermediate Similarity	0.7292	NPC235685
Intermediate Similarity	0.7269	NPC196718
Intermediate Similarity	0.7265	NPC122436
Intermediate Similarity	0.7257	NPC82548
Intermediate Similarity	0.7208	NPC24802
Intermediate Similarity	0.7197	NPC102593
Intermediate Similarity	0.7173	NPC257851
Intermediate Similarity	0.7162	NPC208284
Intermediate Similarity	0.7156	NPC76748
Intermediate Similarity	0.7155	NPC27041
Intermediate Similarity	0.7137	NPC276657
Intermediate Similarity	0.7136	NPC307963
Intermediate Similarity	0.7125	NPC49547
Intermediate Similarity	0.7124	NPC285558
Intermediate Similarity	0.7123	NPC92111
Intermediate Similarity	0.711	NPC296527
Intermediate Similarity	0.7107	NPC477549
Intermediate Similarity	0.7105	NPC287208
Intermediate Similarity	0.7098	NPC176538
Intermediate Similarity	0.7083	NPC260434
Intermediate Similarity	0.7074	NPC174672
Intermediate Similarity	0.7071	NPC471762
Intermediate Similarity	0.7071	NPC66777
Intermediate Similarity	0.7061	NPC193238
Intermediate Similarity	0.7054	NPC207686
Intermediate Similarity	0.7043	NPC471304
Intermediate Similarity	0.7039	NPC322064
Intermediate Similarity	0.7029	NPC74575
Intermediate Similarity	0.7029	NPC478078
Intermediate Similarity	0.7028	NPC91868
Intermediate Similarity	0.7028	NPC63971
Intermediate Similarity	0.7023	NPC222592
Intermediate Similarity	0.7023	NPC168486
Intermediate Similarity	0.7	NPC174758
Remote Similarity	0.6976	NPC208522
Remote Similarity	0.697	NPC470020
Remote Similarity	0.6968	NPC138370
Remote Similarity	0.6955	NPC141053
Remote Similarity	0.6949	NPC74360
Remote Similarity	0.6947	NPC19872
Remote Similarity	0.6936	NPC469727
Remote Similarity	0.6935	NPC142385
Remote Similarity	0.6933	NPC216612
Remote Similarity	0.6929	NPC53534
Remote Similarity	0.692	NPC251090
Remote Similarity	0.6907	NPC96321
Remote Similarity	0.6897	NPC167860
Remote Similarity	0.6897	NPC123976
Remote Similarity	0.6897	NPC309845
Remote Similarity	0.6883	NPC171787
Remote Similarity	0.688	NPC266931
Remote Similarity	0.687	NPC15801
Remote Similarity	0.6861	NPC99666
Remote Similarity	0.6861	NPC324149
Remote Similarity	0.6857	NPC253675
Remote Similarity	0.6853	NPC161801
Remote Similarity	0.6849	NPC472099
Remote Similarity	0.6846	NPC470018
Remote Similarity	0.6844	NPC477516
Remote Similarity	0.6842	NPC232727
Remote Similarity	0.6838	NPC219087
Remote Similarity	0.6835	NPC264285
Remote Similarity	0.6833	NPC322482
Remote Similarity	0.6826	NPC475070
Remote Similarity	0.6822	NPC274982
Remote Similarity	0.6822	NPC170114
Remote Similarity	0.682	NPC60621
Remote Similarity	0.6816	NPC476460
Remote Similarity	0.6814	NPC267928
Remote Similarity	0.6814	NPC90229
Remote Similarity	0.6813	NPC178858
Remote Similarity	0.6812	NPC211813
Remote Similarity	0.681	NPC266249
Remote Similarity	0.6809	NPC236668
Remote Similarity	0.6807	NPC193267
Remote Similarity	0.6807	NPC213530
Remote Similarity	0.6803	NPC477112
Remote Similarity	0.6802	NPC240384
Remote Similarity	0.6798	NPC26543
Remote Similarity	0.6798	NPC315957
Remote Similarity	0.6798	NPC121772
Remote Similarity	0.6797	NPC300156
Remote Similarity	0.6797	NPC45190
Remote Similarity	0.6792	NPC16352
Remote Similarity	0.679	NPC311906
Remote Similarity	0.6789	NPC182222
Remote Similarity	0.6787	NPC148889
Remote Similarity	0.6784	NPC474916
Remote Similarity	0.678	NPC146976
Remote Similarity	0.678	NPC470549
Remote Similarity	0.6776	NPC279189
Remote Similarity	0.6776	NPC200553
Remote Similarity	0.6773	NPC78609
Remote Similarity	0.677	NPC13880
Remote Similarity	0.6769	NPC152620
Remote Similarity	0.6767	NPC270918
Remote Similarity	0.676	NPC72905
Remote Similarity	0.6757	NPC74382
Remote Similarity	0.6757	NPC206251
Remote Similarity	0.6756	NPC198673
Remote Similarity	0.6752	NPC123839
Remote Similarity	0.6742	NPC282103
Remote Similarity	0.674	NPC77555
Remote Similarity	0.674	NPC156704
Remote Similarity	0.6738	NPC476465
Remote Similarity	0.6736	NPC168209
Remote Similarity	0.6726	NPC103119
Remote Similarity	0.6725	NPC329793
Remote Similarity	0.6725	NPC234197
Remote Similarity	0.6722	NPC478141
Remote Similarity	0.6721	NPC314954
Remote Similarity	0.6711	NPC168911
Remote Similarity	0.6711	NPC67288
Remote Similarity	0.671	NPC223427
Remote Similarity	0.671	NPC317701
Remote Similarity	0.671	NPC476138
Remote Similarity	0.671	NPC245816
Remote Similarity	0.671	NPC475774
Remote Similarity	0.6707	NPC473186
Remote Similarity	0.6697	NPC477003
Remote Similarity	0.6696	NPC134079
Remote Similarity	0.6695	NPC110182
Remote Similarity	0.6695	NPC183777
Remote Similarity	0.6695	NPC473041
Remote Similarity	0.6694	NPC162002
Remote Similarity	0.6693	NPC270515
Remote Similarity	0.6693	NPC303374
Remote Similarity	0.6682	NPC278434
Remote Similarity	0.6681	NPC118832
Remote Similarity	0.6681	NPC5145
Remote Similarity	0.6681	NPC165349
Remote Similarity	0.6681	NPC329708
Remote Similarity	0.6681	NPC287437
Remote Similarity	0.6681	NPC47059
Remote Similarity	0.6681	NPC264166
Remote Similarity	0.6681	NPC274291
Remote Similarity	0.668	NPC216369
Remote Similarity	0.668	NPC153400
Remote Similarity	0.6667	NPC470022
Remote Similarity	0.6667	NPC295898
Remote Similarity	0.6667	NPC314002
Remote Similarity	0.6667	NPC476287
Remote Similarity	0.6667	NPC473814
Remote Similarity	0.6667	NPC74153
Remote Similarity	0.6667	NPC78767
Remote Similarity	0.6653	NPC220851
Remote Similarity	0.6653	NPC305984
Remote Similarity	0.6653	NPC39370
Remote Similarity	0.6653	NPC243633
Remote Similarity	0.6653	NPC174489
Remote Similarity	0.6653	NPC175150
Remote Similarity	0.6652	NPC224327
Remote Similarity	0.6652	NPC213308
Remote Similarity	0.6652	NPC176127
Remote Similarity	0.6652	NPC220765
Remote Similarity	0.6652	NPC315491
Remote Similarity	0.6652	NPC45459
Remote Similarity	0.6641	NPC137353
Remote Similarity	0.6641	NPC132385
Remote Similarity	0.6641	NPC258048
Remote Similarity	0.6639	NPC237740
Remote Similarity	0.6638	NPC131887
Remote Similarity	0.6638	NPC200836
Remote Similarity	0.6638	NPC239954
Remote Similarity	0.6638	NPC143325
Remote Similarity	0.6637	NPC171171
Remote Similarity	0.6637	NPC133140
Remote Similarity	0.6637	NPC195268
Remote Similarity	0.6636	NPC164228
Remote Similarity	0.6635	NPC26850
Remote Similarity	0.6627	NPC295228
Remote Similarity	0.6627	NPC39092
Remote Similarity	0.6624	NPC243850
Remote Similarity	0.6624	NPC26679
Remote Similarity	0.6622	NPC204717
Remote Similarity	0.6621	NPC284775
Remote Similarity	0.6614	NPC475816
Remote Similarity	0.6613	NPC180504
Remote Similarity	0.6612	NPC280799
Remote Similarity	0.6612	NPC310118
Remote Similarity	0.6611	NPC152768
Remote Similarity	0.6611	NPC36405
Remote Similarity	0.6611	NPC148183
Remote Similarity	0.6609	NPC74413
Remote Similarity	0.6608	NPC326422
Remote Similarity	0.6608	NPC304203
Remote Similarity	0.66	NPC26641
Remote Similarity	0.6598	NPC269270
Remote Similarity	0.6598	NPC245348
Remote Similarity	0.6594	NPC272483
Remote Similarity	0.6586	NPC97902
Remote Similarity	0.6584	NPC210434
Remote Similarity	0.6581	NPC323345
Remote Similarity	0.6581	NPC470164
Remote Similarity	0.6581	NPC175602
Remote Similarity	0.6581	NPC82053

Drug Structure

NPD4850 OpenBabel08211706322D 33 36 0 0 0 0 0 0 0 0999 V2000 5.9128 -1.1636 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.9128 -2.1636 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 5.0468 -2.6636 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.0251 0.3830 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.1840 1.6702 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7682 -0.2861 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.9272 1.0011 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.4487 -1.1636 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 2.4487 -2.1636 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 3.3147 0.3364 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 -1.2330 1.3612 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.7193 0.0229 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 4.1808 -2.1636 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 0.6691 0.7431 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.4612 1.7213 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.4135 -0.3372 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.3916 -0.5451 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 -4.7225 -1.2883 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 -4.6214 0.6410 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 3.3147 -2.6636 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 2.4487 0.8364 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -0.4898 2.0303 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 1.2044 2.3904 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -3.4624 -0.6462 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 -0.0000 0.0000 S 0 0 0 0 0 0 0 0 0 0 0 0 2.4487 1.8364 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.6977 3.0085 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 17 2 0 0 0 0 4 18 2 0 0 0 0 5 7 1 0 0 0 0 5 15 2 0 0 0 0 6 8 2 0 0 0 0 6 15 1 0 0 0 0 7 16 2 0 0 0 0 8 16 1 0 0 0 0 9 11 1 0 0 0 0 9 14 2 0 0 0 0 10 12 2 0 0 0 0 10 19 1 0 0 0 0 11 26 2 0 0 0 0 12 31 1 0 0 0 0 13 14 1 0 0 0 0 13 27 1 0 0 0 0 14 17 1 0 0 0 0 15 28 1 0 0 0 0 16 30 1 0 0 0 0 17 18 1 0 0 0 0 18 26 1 0 0 0 0 19 20 2 0 0 0 0 19 27 1 0 0 0 0 20 21 1 0 0 0 0 20 31 1 0 0 0 0 21 28 1 0 0 0 0 21 29 2 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 22 30 1 0 0 0 0 27 32 1 0 0 0 0 28 33 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DCL000352
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	9868037
ChEBI
CAS Number

Drug Properties

Molecular Weight	443.09
ALogP	1.6315
MLogP	2.89
XLogP	6.582
HDA	4
HBD	2
Rotatable Bonds	11
TPSA	91.49
RO5 Violation	1