NPASS drugs

Drug Information

Drug ID:	NPD5850
Drug Name:	Bifeprunox
Molecular Formula:	C24H23N3O2
Canonical SMILES:	Oc1nc2c(o1)c(ccc2)N1CCN(CC1)Cc1cccc(c1)c1ccccc1
Standard InCHI:	InChI=1S/C24H23N3O2/c28-24-25-21-10-5-11-22(23(21)29-24)27-14-12-26(13-15-27)17-18-6-4-9-20(16-18)19-7-2-1-3-8-19/h1-11,16H,12-15,17H2,(H,25,28)
Standard InCHIKey:	CYGODHVAJQTCBG-UHFFFAOYSA-N
Max Developmental Stage:	Phase 3
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD5850

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	367
0.1-0.2	2256
0.2-0.3	9717
0.3-0.4	3821
0.4-0.5	11336
0.5-0.6	2405
0.6-0.7	929
0.7-0.8	59
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	0.7959	NPC286195
Intermediate Similarity	0.7682	NPC161801
Intermediate Similarity	0.7658	NPC216612
Intermediate Similarity	0.7588	NPC329631
Intermediate Similarity	0.7489	NPC323969
Intermediate Similarity	0.7464	NPC469961
Intermediate Similarity	0.7445	NPC257851
Intermediate Similarity	0.7436	NPC72905
Intermediate Similarity	0.7409	NPC474428
Intermediate Similarity	0.7391	NPC473186
Intermediate Similarity	0.7376	NPC250448
Intermediate Similarity	0.7346	NPC230403
Intermediate Similarity	0.7336	NPC220408
Intermediate Similarity	0.7331	NPC142385
Intermediate Similarity	0.733	NPC38237
Intermediate Similarity	0.7328	NPC39370
Intermediate Similarity	0.7297	NPC324361
Intermediate Similarity	0.7269	NPC72715
Intermediate Similarity	0.7244	NPC184408
Intermediate Similarity	0.7227	NPC287208
Intermediate Similarity	0.722	NPC39500
Intermediate Similarity	0.722	NPC137353
Intermediate Similarity	0.721	NPC141053
Intermediate Similarity	0.7167	NPC196718
Intermediate Similarity	0.7162	NPC322482
Intermediate Similarity	0.7162	NPC314633
Intermediate Similarity	0.7156	NPC322064
Intermediate Similarity	0.7137	NPC288987
Intermediate Similarity	0.7131	NPC477590
Intermediate Similarity	0.7131	NPC477585
Intermediate Similarity	0.7131	NPC477586
Intermediate Similarity	0.7131	NPC477588
Intermediate Similarity	0.713	NPC187501
Intermediate Similarity	0.7118	NPC144452
Intermediate Similarity	0.7112	NPC194740
Intermediate Similarity	0.7112	NPC274640
Intermediate Similarity	0.7101	NPC148889
Intermediate Similarity	0.71	NPC470018
Intermediate Similarity	0.7094	NPC49547
Intermediate Similarity	0.7094	NPC102593
Intermediate Similarity	0.7091	NPC472259
Intermediate Similarity	0.7085	NPC470020
Intermediate Similarity	0.7082	NPC314222
Intermediate Similarity	0.7082	NPC196449
Intermediate Similarity	0.7069	NPC157931
Intermediate Similarity	0.7069	NPC74575
Intermediate Similarity	0.7054	NPC146418
Intermediate Similarity	0.7051	NPC474688
Intermediate Similarity	0.7046	NPC477589
Intermediate Similarity	0.7046	NPC477587
Intermediate Similarity	0.7045	NPC475774
Intermediate Similarity	0.7039	NPC66777
Intermediate Similarity	0.7039	NPC471762
Intermediate Similarity	0.7033	NPC53534
Intermediate Similarity	0.7031	NPC225279
Intermediate Similarity	0.7022	NPC94157
Intermediate Similarity	0.7012	NPC208522
Intermediate Similarity	0.7009	NPC278525
Intermediate Similarity	0.7	NPC295898
Remote Similarity	0.6987	NPC41501
Remote Similarity	0.6979	NPC260434
Remote Similarity	0.6967	NPC165964
Remote Similarity	0.6967	NPC26543
Remote Similarity	0.6963	NPC144381
Remote Similarity	0.696	NPC477979
Remote Similarity	0.696	NPC118228
Remote Similarity	0.696	NPC237740
Remote Similarity	0.6958	NPC475844
Remote Similarity	0.6957	NPC128115
Remote Similarity	0.6957	NPC132642
Remote Similarity	0.6923	NPC472435
Remote Similarity	0.692	NPC22481
Remote Similarity	0.6913	NPC208084
Remote Similarity	0.6907	NPC477112
Remote Similarity	0.69	NPC27041
Remote Similarity	0.6897	NPC478141
Remote Similarity	0.6891	NPC182222
Remote Similarity	0.6891	NPC253675
Remote Similarity	0.6888	NPC210296
Remote Similarity	0.6883	NPC472099
Remote Similarity	0.6878	NPC471944
Remote Similarity	0.6875	NPC101350
Remote Similarity	0.6875	NPC321428
Remote Similarity	0.6872	NPC472434
Remote Similarity	0.6872	NPC264176
Remote Similarity	0.687	NPC174576
Remote Similarity	0.687	NPC131885
Remote Similarity	0.6867	NPC258048
Remote Similarity	0.6867	NPC51388
Remote Similarity	0.6866	NPC475190
Remote Similarity	0.6865	NPC152620
Remote Similarity	0.6862	NPC470017
Remote Similarity	0.6862	NPC108342
Remote Similarity	0.6861	NPC327592
Remote Similarity	0.6861	NPC132539
Remote Similarity	0.6858	NPC471304
Remote Similarity	0.6856	NPC152768
Remote Similarity	0.6856	NPC148183
Remote Similarity	0.6851	NPC478078
Remote Similarity	0.6851	NPC186351
Remote Similarity	0.6849	NPC267928
Remote Similarity	0.6847	NPC57398
Remote Similarity	0.6844	NPC470280
Remote Similarity	0.6842	NPC476287
Remote Similarity	0.6842	NPC236668
Remote Similarity	0.684	NPC472436
Remote Similarity	0.6838	NPC179287
Remote Similarity	0.6833	NPC470022
Remote Similarity	0.6833	NPC189903
Remote Similarity	0.6833	NPC235685
Remote Similarity	0.6833	NPC182907
Remote Similarity	0.6833	NPC240384
Remote Similarity	0.683	NPC317373
Remote Similarity	0.683	NPC300156
Remote Similarity	0.6828	NPC87413
Remote Similarity	0.6826	NPC305984
Remote Similarity	0.6824	NPC210434
Remote Similarity	0.6818	NPC239954
Remote Similarity	0.6818	NPC474916
Remote Similarity	0.6812	NPC146976
Remote Similarity	0.6802	NPC470586
Remote Similarity	0.68	NPC193238
Remote Similarity	0.68	NPC4687
Remote Similarity	0.68	NPC270918
Remote Similarity	0.6798	NPC318299
Remote Similarity	0.6798	NPC472098
Remote Similarity	0.6797	NPC96321
Remote Similarity	0.6797	NPC473041
Remote Similarity	0.6797	NPC303658
Remote Similarity	0.6795	NPC205372
Remote Similarity	0.6795	NPC122436
Remote Similarity	0.679	NPC124300
Remote Similarity	0.6789	NPC198673
Remote Similarity	0.6784	NPC199667
Remote Similarity	0.678	NPC473185
Remote Similarity	0.678	NPC118511
Remote Similarity	0.6776	NPC241025
Remote Similarity	0.6773	NPC473814
Remote Similarity	0.6773	NPC78767
Remote Similarity	0.677	NPC266249
Remote Similarity	0.677	NPC82548
Remote Similarity	0.6769	NPC232225
Remote Similarity	0.6769	NPC317752
Remote Similarity	0.6769	NPC316181
Remote Similarity	0.6769	NPC74562
Remote Similarity	0.6769	NPC151781
Remote Similarity	0.6766	NPC473449
Remote Similarity	0.6765	NPC322644
Remote Similarity	0.6765	NPC474701
Remote Similarity	0.6762	NPC291609
Remote Similarity	0.6762	NPC84347
Remote Similarity	0.6759	NPC242928
Remote Similarity	0.6758	NPC93390
Remote Similarity	0.6756	NPC472287
Remote Similarity	0.6756	NPC472286
Remote Similarity	0.6753	NPC312645
Remote Similarity	0.6752	NPC220851
Remote Similarity	0.6746	NPC185197
Remote Similarity	0.6744	NPC194040
Remote Similarity	0.6742	NPC168911
Remote Similarity	0.6741	NPC476138
Remote Similarity	0.6741	NPC245816
Remote Similarity	0.674	NPC473181
Remote Similarity	0.674	NPC174758
Remote Similarity	0.674	NPC174672
Remote Similarity	0.6736	NPC166722
Remote Similarity	0.6736	NPC477516
Remote Similarity	0.6734	NPC67401
Remote Similarity	0.6727	NPC472116
Remote Similarity	0.6726	NPC283117
Remote Similarity	0.6725	NPC473180
Remote Similarity	0.6725	NPC118940
Remote Similarity	0.6723	NPC24019
Remote Similarity	0.6721	NPC63971
Remote Similarity	0.6721	NPC91868
Remote Similarity	0.6719	NPC282346
Remote Similarity	0.6714	NPC474798
Remote Similarity	0.6712	NPC128823
Remote Similarity	0.6711	NPC123839
Remote Similarity	0.6711	NPC269367
Remote Similarity	0.6707	NPC310618
Remote Similarity	0.6697	NPC74153
Remote Similarity	0.6697	NPC141454
Remote Similarity	0.6696	NPC477111
Remote Similarity	0.6696	NPC89508
Remote Similarity	0.6695	NPC21638
Remote Similarity	0.6695	NPC313804
Remote Similarity	0.6695	NPC315804
Remote Similarity	0.6695	NPC473179
Remote Similarity	0.6694	NPC316224
Remote Similarity	0.6694	NPC75179
Remote Similarity	0.6694	NPC15801
Remote Similarity	0.6694	NPC184680
Remote Similarity	0.6693	NPC230683
Remote Similarity	0.6693	NPC478083
Remote Similarity	0.6682	NPC19872
Remote Similarity	0.6681	NPC45190
Remote Similarity	0.6667	NPC470785
Remote Similarity	0.6667	NPC50562
Remote Similarity	0.6667	NPC26850

Drug Structure

NPD5850 OpenBabel08211708292D 30 34 0 0 0 0 0 0 0 0999 V2000 7.9171 4.6691 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.9171 3.6691 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.0511 5.1691 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.4530 1.6691 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.4752 1.6691 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.5870 2.1691 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.0511 3.1691 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.1851 4.6691 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.3190 2.1691 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.4752 0.6691 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.6092 2.1691 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.8549 2.1691 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.9889 3.6691 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.9889 1.6691 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.1229 3.1691 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.4530 3.6691 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.7210 3.6691 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.5870 3.1691 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.1851 3.6691 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.3190 3.1691 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.6092 0.1691 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.7431 1.6691 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.7431 0.6691 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.4067 -0.9135 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.4013 -0.8090 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 1.8549 3.1691 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 0.1229 2.1691 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 0.0933 -1.7796 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.4067 -2.6456 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 7 1 0 0 0 0 3 8 2 0 0 0 0 4 6 2 0 0 0 0 4 9 1 0 0 0 0 5 10 2 0 0 0 0 5 11 1 0 0 0 0 6 18 1 0 0 0 0 7 19 2 0 0 0 0 8 19 1 0 0 0 0 9 20 2 0 0 0 0 10 21 1 0 0 0 0 11 22 2 0 0 0 0 12 14 1 0 0 0 0 12 26 1 0 0 0 0 13 15 1 0 0 0 0 13 26 1 0 0 0 0 14 27 1 0 0 0 0 15 27 1 0 0 0 0 16 18 2 0 0 0 0 16 20 1 0 0 0 0 17 18 1 0 0 0 0 17 26 1 0 0 0 0 19 20 1 0 0 0 0 21 23 2 0 0 0 0 21 25 1 0 0 0 0 22 23 1 0 0 0 0 22 27 1 0 0 0 0 23 29 1 0 0 0 0 24 25 2 0 0 0 0 24 28 1 0 0 0 0 24 29 1 0 0 0 0 28 30 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DCL000785; DCL000724
DrugBank	DB04888
ChEMBL	CHEMBL218166
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	6918587; 208951
ChEBI
CAS Number	350992-10-8

Drug Properties

Molecular Weight	385.18
ALogP	-0.53
MLogP	3.55
XLogP	6.801
HDA	3
HBD	1
Rotatable Bonds	5
TPSA	52.74
RO5 Violation	1