NPASS drugs

Drug Information

Drug ID:	NPD4367
Drug Name:	Bitopertin
Molecular Formula:	C21H20F7N3O4S
Canonical SMILES:	Fc1cc(cnc1N1CCN(CC1)C(=O)c1cc(ccc1O[C@@H](C(F)(F)F)C)S(=O)(=O)C)C(F)(F)F
Standard InCHI:	InChI=1S/C21H20F7N3O4S/c1-12(20(23,24)25)35-17-4-3-14(36(2,33)34)10-15(17)19(32)31-7-5-30(6-8-31)18-16(22)9-13(11-29-18)21(26,27)28/h3-4,9-12H,5-8H2,1-2H3/t12-/m1/s1
Standard InCHIKey:	YUUGYIUSCYNSQR-GFCCVEGCSA-N
Max Developmental Stage:	Phase 3
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD4367

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	416
0.1-0.2	3505
0.2-0.3	9359
0.3-0.4	6097
0.4-0.5	9970
0.5-0.6	1478
0.6-0.7	65
0.7-0.8	0
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
Remote Similarity	0.6448	NPC75179
Remote Similarity	0.6371	NPC168209
Remote Similarity	0.6322	NPC316224
Remote Similarity	0.6295	NPC243633
Remote Similarity	0.6295	NPC175150
Remote Similarity	0.6235	NPC471762
Remote Similarity	0.6223	NPC74382
Remote Similarity	0.6223	NPC206251
Remote Similarity	0.622	NPC242923
Remote Similarity	0.6217	NPC470474
Remote Similarity	0.6206	NPC322482
Remote Similarity	0.6204	NPC174672
Remote Similarity	0.6196	NPC157931
Remote Similarity	0.6192	NPC127085
Remote Similarity	0.6186	NPC56170
Remote Similarity	0.6181	NPC471615
Remote Similarity	0.6174	NPC168486
Remote Similarity	0.6174	NPC222592
Remote Similarity	0.6173	NPC289086
Remote Similarity	0.6173	NPC257511
Remote Similarity	0.6172	NPC66777
Remote Similarity	0.6169	NPC236668
Remote Similarity	0.6166	NPC478141
Remote Similarity	0.6145	NPC146976
Remote Similarity	0.6133	NPC257851
Remote Similarity	0.6128	NPC224327
Remote Similarity	0.6122	NPC119134
Remote Similarity	0.6113	NPC470020
Remote Similarity	0.61	NPC471004
Remote Similarity	0.6098	NPC287208
Remote Similarity	0.6087	NPC128115
Remote Similarity	0.6084	NPC477588
Remote Similarity	0.6084	NPC477586
Remote Similarity	0.6084	NPC471614
Remote Similarity	0.6084	NPC477590
Remote Similarity	0.6084	NPC477585
Remote Similarity	0.6073	NPC174758
Remote Similarity	0.607	NPC187145
Remote Similarity	0.6064	NPC264176
Remote Similarity	0.6059	NPC44354
Remote Similarity	0.6057	NPC193238
Remote Similarity	0.6056	NPC152768
Remote Similarity	0.6056	NPC148183
Remote Similarity	0.6052	NPC472435
Remote Similarity	0.6052	NPC478045
Remote Similarity	0.6048	NPC269367
Remote Similarity	0.6047	NPC308906
Remote Similarity	0.6043	NPC478013
Remote Similarity	0.6042	NPC473053
Remote Similarity	0.6039	NPC216612
Remote Similarity	0.6038	NPC477516
Remote Similarity	0.6038	NPC72905
Remote Similarity	0.6034	NPC271792
Remote Similarity	0.6032	NPC82548
Remote Similarity	0.6025	NPC289786
Remote Similarity	0.6018	NPC471178
Remote Similarity	0.6016	NPC50562
Remote Similarity	0.6015	NPC329631
Remote Similarity	0.6014	NPC478012
Remote Similarity	0.6008	NPC477587
Remote Similarity	0.6008	NPC477589
Remote Similarity	0.6	NPC59779
Remote Similarity	0.6	NPC471177
Remote Similarity	0.6	NPC137353
Remote Similarity	0.6	NPC124542
Remote Similarity	0.5993	NPC148896
Remote Similarity	0.5993	NPC471013
Remote Similarity	0.5993	NPC180668
Remote Similarity	0.5992	NPC67658
Remote Similarity	0.5992	NPC243850
Remote Similarity	0.5985	NPC472436
Remote Similarity	0.5984	NPC155792
Remote Similarity	0.5984	NPC315804
Remote Similarity	0.5984	NPC31930
Remote Similarity	0.5984	NPC313804
Remote Similarity	0.5983	NPC471448
Remote Similarity	0.5983	NPC471648
Remote Similarity	0.5977	NPC210434
Remote Similarity	0.5976	NPC210256
Remote Similarity	0.5967	NPC123395
Remote Similarity	0.5962	NPC115595
Remote Similarity	0.5962	NPC24019
Remote Similarity	0.5961	NPC477901
Remote Similarity	0.5961	NPC472099
Remote Similarity	0.5955	NPC316756
Remote Similarity	0.5952	NPC16066
Remote Similarity	0.5946	NPC186351
Remote Similarity	0.5945	NPC314270
Remote Similarity	0.5943	NPC470279
Remote Similarity	0.5941	NPC315893
Remote Similarity	0.5941	NPC313587
Remote Similarity	0.5941	NPC316110
Remote Similarity	0.594	NPC99891
Remote Similarity	0.5936	NPC472098
Remote Similarity	0.5935	NPC314056
Remote Similarity	0.5934	NPC198401
Remote Similarity	0.5929	NPC274982
Remote Similarity	0.5916	NPC196718
Remote Similarity	0.5914	NPC235364
Remote Similarity	0.5911	NPC107123
Remote Similarity	0.5911	NPC36229
Remote Similarity	0.5911	NPC16452
Remote Similarity	0.5911	NPC476581
Remote Similarity	0.5909	NPC477549
Remote Similarity	0.5906	NPC305984
Remote Similarity	0.5904	NPC10904
Remote Similarity	0.5901	NPC478011
Remote Similarity	0.59	NPC116622
Remote Similarity	0.5898	NPC323969
Remote Similarity	0.5897	NPC471015
Remote Similarity	0.5896	NPC142385
Remote Similarity	0.5891	NPC122436
Remote Similarity	0.5889	NPC264674
Remote Similarity	0.5882	NPC56271
Remote Similarity	0.5882	NPC131885
Remote Similarity	0.588	NPC314176
Remote Similarity	0.5874	NPC472434
Remote Similarity	0.5871	NPC253675
Remote Similarity	0.5871	NPC208898
Remote Similarity	0.587	NPC476518
Remote Similarity	0.5869	NPC477900
Remote Similarity	0.5869	NPC477899
Remote Similarity	0.5869	NPC26881
Remote Similarity	0.5865	NPC101350
Remote Similarity	0.5865	NPC474183
Remote Similarity	0.5865	NPC166722
Remote Similarity	0.5861	NPC324245
Remote Similarity	0.5861	NPC320748
Remote Similarity	0.5859	NPC298436
Remote Similarity	0.5857	NPC290689
Remote Similarity	0.5856	NPC102593
Remote Similarity	0.5854	NPC328559
Remote Similarity	0.5852	NPC475533
Remote Similarity	0.5847	NPC329708
Remote Similarity	0.5847	NPC165349
Remote Similarity	0.5847	NPC264166
Remote Similarity	0.5847	NPC274291
Remote Similarity	0.5847	NPC47059
Remote Similarity	0.5847	NPC118832
Remote Similarity	0.5846	NPC470018
Remote Similarity	0.5844	NPC121658
Remote Similarity	0.5844	NPC14651
Remote Similarity	0.5833	NPC22481
Remote Similarity	0.583	NPC475315
Remote Similarity	0.583	NPC161801
Remote Similarity	0.583	NPC324619
Remote Similarity	0.5827	NPC184680
Remote Similarity	0.5827	NPC235685
Remote Similarity	0.5826	NPC103230
Remote Similarity	0.5824	NPC74575
Remote Similarity	0.5823	NPC309498
Remote Similarity	0.5822	NPC471649
Remote Similarity	0.5821	NPC148889
Remote Similarity	0.5818	NPC303374
Remote Similarity	0.5814	NPC198503
Remote Similarity	0.5814	NPC477903
Remote Similarity	0.5813	NPC79223
Remote Similarity	0.5812	NPC150447
Remote Similarity	0.5811	NPC90875
Remote Similarity	0.581	NPC292517
Remote Similarity	0.5808	NPC21638
Remote Similarity	0.5806	NPC75498
Remote Similarity	0.5806	NPC471978
Remote Similarity	0.5806	NPC328928
Remote Similarity	0.5805	NPC470785
Remote Similarity	0.5805	NPC470784
Remote Similarity	0.5804	NPC177996
Remote Similarity	0.5804	NPC147983
Remote Similarity	0.5804	NPC107287
Remote Similarity	0.5802	NPC135950
Remote Similarity	0.5802	NPC280638
Remote Similarity	0.5802	NPC246381
Remote Similarity	0.5795	NPC49547
Remote Similarity	0.5795	NPC233334
Remote Similarity	0.5791	NPC473833
Remote Similarity	0.5791	NPC41982
Remote Similarity	0.5789	NPC108342
Remote Similarity	0.5789	NPC32451
Remote Similarity	0.5789	NPC177404
Remote Similarity	0.5787	NPC74562
Remote Similarity	0.5787	NPC316181
Remote Similarity	0.5787	NPC151781
Remote Similarity	0.5787	NPC164340
Remote Similarity	0.5785	NPC133140
Remote Similarity	0.5785	NPC195268
Remote Similarity	0.5781	NPC206343
Remote Similarity	0.5781	NPC477908
Remote Similarity	0.5779	NPC91125
Remote Similarity	0.5779	NPC278525
Remote Similarity	0.5776	NPC249614
Remote Similarity	0.5775	NPC469439
Remote Similarity	0.5774	NPC141053
Remote Similarity	0.5774	NPC63279
Remote Similarity	0.5772	NPC4071
Remote Similarity	0.5772	NPC476582
Remote Similarity	0.5772	NPC476578
Remote Similarity	0.5771	NPC146418
Remote Similarity	0.5769	NPC205372
Remote Similarity	0.5768	NPC182907
Remote Similarity	0.5768	NPC189903

Drug Structure

NPD4367 OpenBabel08211705262D 36 38 0 0 1 0 0 0 0 0999 V2000 -0.8660 5.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.0000 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 -0.8660 2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 1.0000 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 2.5981 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.9282 1.0000 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 6.0622 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 4.5000 0.0000 C 0 0 2 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 0.0000 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 6.0622 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 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 1.7321 3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 4.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.7942 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.0622 2.5000 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 -2.2321 3.1340 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 -1.2321 3.1340 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 4.5000 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 8.7942 -0.5000 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 8.2942 0.3660 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 7.7942 -1.5000 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 5.1962 0.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 4.3301 1.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 2.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 4.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 -1.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.0000 -0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 4.0000 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 36 1 0 0 0 0 3 4 2 0 0 0 0 3 14 1 0 0 0 0 4 17 1 0 0 0 0 5 7 1 0 0 0 0 5 30 1 0 0 0 0 6 8 1 0 0 0 0 6 30 1 0 0 0 0 7 31 1 0 0 0 0 8 31 1 0 0 0 0 9 13 2 0 0 0 0 9 16 1 0 0 0 0 10 14 2 0 0 0 0 10 15 1 0 0 0 0 11 13 1 0 0 0 0 11 29 2 0 0 0 0 12 1 1 1 0 0 0 12 20 1 0 0 0 0 12 35 1 0 0 0 0 13 21 1 0 0 0 0 14 36 1 0 0 0 0 15 17 2 0 0 0 0 15 19 1 0 0 0 0 16 18 2 0 0 0 0 16 22 1 0 0 0 0 17 35 1 0 0 0 0 18 29 1 0 0 0 0 18 30 1 0 0 0 0 19 31 1 0 0 0 0 19 32 2 0 0 0 0 20 23 1 0 0 0 0 20 24 1 0 0 0 0 20 25 1 0 0 0 0 21 26 1 0 0 0 0 21 27 1 0 0 0 0 21 28 1 0 0 0 0 33 36 2 0 0 0 0 34 36 2 0 0 0 0 M END $$$$

External Identifiers

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

Drug Properties

Molecular Weight	543.11
ALogP	1.6246
MLogP	2.12
XLogP	4.704
HDA	6
HBD	0
Rotatable Bonds	17
TPSA	88.19
RO5 Violation	0