NPASS drugs

Drug Information

Drug ID:	NPD3625
Drug Name:	BIBU-251
Molecular Formula:	C19H27N3O3
Canonical SMILES:	OC(=O)CCc1ccc(cc1)N1CCN(C1=O)CCC1CCNCC1
Standard InCHI:	InChI=1S/C19H27N3O3/c23-18(24)6-3-15-1-4-17(5-2-15)22-14-13-21(19(22)25)12-9-16-7-10-20-11-8-16/h1-2,4-5,16,20H,3,6-14H2,(H,23,24)
Standard InCHIKey:	GBYIEVOHHJWHFX-UHFFFAOYSA-N
Max Developmental Stage:	Discontinued
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD3625

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	129
0.1-0.2	800
0.2-0.3	5155
0.3-0.4	16171
0.4-0.5	5787
0.5-0.6	2241
0.6-0.7	569
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	0.7763	NPC473329
Intermediate Similarity	0.7707	NPC68650
Intermediate Similarity	0.7654	NPC285622
Intermediate Similarity	0.758	NPC222029
Intermediate Similarity	0.7532	NPC36495
Intermediate Similarity	0.75	NPC287358
Intermediate Similarity	0.7484	NPC309531
Intermediate Similarity	0.7484	NPC472102
Intermediate Similarity	0.745	NPC469560
Intermediate Similarity	0.7432	NPC471123
Intermediate Similarity	0.7421	NPC276085
Intermediate Similarity	0.7312	NPC471122
Intermediate Similarity	0.7292	NPC322433
Intermediate Similarity	0.7261	NPC66936
Intermediate Similarity	0.7239	NPC471124
Intermediate Similarity	0.7205	NPC193410
Intermediate Similarity	0.7202	NPC14849
Intermediate Similarity	0.7186	NPC328611
Intermediate Similarity	0.7181	NPC162417
Intermediate Similarity	0.7181	NPC316104
Intermediate Similarity	0.7171	NPC315051
Intermediate Similarity	0.716	NPC131450
Intermediate Similarity	0.716	NPC147298
Intermediate Similarity	0.716	NPC248117
Intermediate Similarity	0.716	NPC474058
Intermediate Similarity	0.716	NPC182057
Intermediate Similarity	0.7143	NPC61013
Intermediate Similarity	0.7117	NPC99632
Intermediate Similarity	0.7117	NPC282339
Intermediate Similarity	0.7089	NPC318086
Intermediate Similarity	0.7063	NPC478076
Intermediate Similarity	0.7059	NPC242933
Intermediate Similarity	0.7052	NPC307396
Intermediate Similarity	0.7024	NPC177261
Intermediate Similarity	0.7024	NPC242269
Intermediate Similarity	0.7013	NPC471164
Intermediate Similarity	0.7013	NPC470301
Intermediate Similarity	0.7006	NPC472118
Remote Similarity	0.6988	NPC214960
Remote Similarity	0.6988	NPC472114
Remote Similarity	0.6988	NPC279527
Remote Similarity	0.6988	NPC472115
Remote Similarity	0.6986	NPC472244
Remote Similarity	0.6986	NPC470343
Remote Similarity	0.6982	NPC248862
Remote Similarity	0.6968	NPC472241
Remote Similarity	0.6964	NPC292265
Remote Similarity	0.6959	NPC99043
Remote Similarity	0.6959	NPC218594
Remote Similarity	0.6954	NPC253476
Remote Similarity	0.6951	NPC225319
Remote Similarity	0.6949	NPC276430
Remote Similarity	0.6946	NPC223595
Remote Similarity	0.6946	NPC224970
Remote Similarity	0.6946	NPC167724
Remote Similarity	0.6944	NPC475915
Remote Similarity	0.6933	NPC476687
Remote Similarity	0.6933	NPC476689
Remote Similarity	0.6933	NPC476685
Remote Similarity	0.6933	NPC123241
Remote Similarity	0.6918	NPC109787
Remote Similarity	0.6913	NPC314431
Remote Similarity	0.6909	NPC472117
Remote Similarity	0.6909	NPC472101
Remote Similarity	0.6909	NPC472120
Remote Similarity	0.6909	NPC176983
Remote Similarity	0.6903	NPC43477
Remote Similarity	0.6899	NPC264589
Remote Similarity	0.6882	NPC470548
Remote Similarity	0.6867	NPC189116
Remote Similarity	0.6867	NPC314098
Remote Similarity	0.6864	NPC355
Remote Similarity	0.6839	NPC472243
Remote Similarity	0.6835	NPC472242
Remote Similarity	0.6826	NPC472106
Remote Similarity	0.6807	NPC286871
Remote Similarity	0.6807	NPC293458
Remote Similarity	0.6802	NPC217372
Remote Similarity	0.6802	NPC183662
Remote Similarity	0.6802	NPC15573
Remote Similarity	0.68	NPC472245
Remote Similarity	0.6798	NPC473298
Remote Similarity	0.6798	NPC128582
Remote Similarity	0.679	NPC117032
Remote Similarity	0.6763	NPC219336
Remote Similarity	0.6757	NPC474926
Remote Similarity	0.6748	NPC469903
Remote Similarity	0.6747	NPC201424
Remote Similarity	0.6744	NPC476441
Remote Similarity	0.6744	NPC264482
Remote Similarity	0.6744	NPC203202
Remote Similarity	0.6743	NPC470317
Remote Similarity	0.6742	NPC175474
Remote Similarity	0.6731	NPC130251
Remote Similarity	0.6728	NPC154602
Remote Similarity	0.6728	NPC314223
Remote Similarity	0.6728	NPC475763
Remote Similarity	0.6727	NPC104345
Remote Similarity	0.6727	NPC113946
Remote Similarity	0.672	NPC477179
Remote Similarity	0.6712	NPC71684
Remote Similarity	0.671	NPC132636
Remote Similarity	0.669	NPC226143
Remote Similarity	0.6688	NPC186284
Remote Similarity	0.6688	NPC22082
Remote Similarity	0.6687	NPC478039
Remote Similarity	0.6684	NPC254850
Remote Similarity	0.6684	NPC477181
Remote Similarity	0.6684	NPC477178
Remote Similarity	0.6684	NPC477180
Remote Similarity	0.6667	NPC471950
Remote Similarity	0.6667	NPC6974
Remote Similarity	0.6667	NPC471945
Remote Similarity	0.6667	NPC471436
Remote Similarity	0.6667	NPC307437
Remote Similarity	0.6667	NPC29285
Remote Similarity	0.6667	NPC145754
Remote Similarity	0.6667	NPC318183
Remote Similarity	0.6667	NPC72473
Remote Similarity	0.6667	NPC58827
Remote Similarity	0.6649	NPC470490
Remote Similarity	0.6649	NPC477174
Remote Similarity	0.6649	NPC477173
Remote Similarity	0.6648	NPC477159
Remote Similarity	0.6642	NPC67043
Remote Similarity	0.6632	NPC471946
Remote Similarity	0.6632	NPC471951
Remote Similarity	0.6627	NPC211525
Remote Similarity	0.6627	NPC153694
Remote Similarity	0.6625	NPC311658
Remote Similarity	0.6623	NPC474473
Remote Similarity	0.6623	NPC209389
Remote Similarity	0.6623	NPC150863
Remote Similarity	0.6622	NPC254698
Remote Similarity	0.6614	NPC470488
Remote Similarity	0.661	NPC228835
Remote Similarity	0.6607	NPC472121
Remote Similarity	0.6605	NPC300596
Remote Similarity	0.6605	NPC237649
Remote Similarity	0.66	NPC252794
Remote Similarity	0.6596	NPC473376
Remote Similarity	0.6595	NPC106118
Remote Similarity	0.6592	NPC181928
Remote Similarity	0.659	NPC469726
Remote Similarity	0.659	NPC329338
Remote Similarity	0.6588	NPC182131
Remote Similarity	0.6587	NPC97380
Remote Similarity	0.6587	NPC63210
Remote Similarity	0.6587	NPC469902
Remote Similarity	0.6587	NPC263709
Remote Similarity	0.6587	NPC243673
Remote Similarity	0.6587	NPC310403
Remote Similarity	0.6587	NPC148468
Remote Similarity	0.6581	NPC173295
Remote Similarity	0.6579	NPC280807
Remote Similarity	0.6579	NPC475259
Remote Similarity	0.6579	NPC470491
Remote Similarity	0.6576	NPC90967
Remote Similarity	0.6576	NPC472542
Remote Similarity	0.6576	NPC472541
Remote Similarity	0.6573	NPC259626
Remote Similarity	0.6573	NPC52262
Remote Similarity	0.6571	NPC475094
Remote Similarity	0.6571	NPC213468
Remote Similarity	0.6568	NPC113056
Remote Similarity	0.6568	NPC138293
Remote Similarity	0.6568	NPC328270
Remote Similarity	0.6548	NPC315368
Remote Similarity	0.6543	NPC212799
Remote Similarity	0.6538	NPC267508
Remote Similarity	0.6536	NPC94752
Remote Similarity	0.6534	NPC469896
Remote Similarity	0.6534	NPC91179
Remote Similarity	0.6532	NPC476425
Remote Similarity	0.6531	NPC179605
Remote Similarity	0.6531	NPC279385
Remote Similarity	0.6527	NPC469428
Remote Similarity	0.6526	NPC472538
Remote Similarity	0.6525	NPC319579
Remote Similarity	0.6522	NPC472540
Remote Similarity	0.6522	NPC470787
Remote Similarity	0.6522	NPC472539
Remote Similarity	0.6519	NPC313293
Remote Similarity	0.6517	NPC97584
Remote Similarity	0.6517	NPC2933
Remote Similarity	0.651	NPC191817
Remote Similarity	0.651	NPC475359
Remote Similarity	0.6509	NPC85651
Remote Similarity	0.6508	NPC470489
Remote Similarity	0.6497	NPC122553
Remote Similarity	0.6493	NPC293628
Remote Similarity	0.6493	NPC122493
Remote Similarity	0.6493	NPC10781
Remote Similarity	0.6486	NPC103292
Remote Similarity	0.6485	NPC285381
Remote Similarity	0.6483	NPC285926
Remote Similarity	0.6483	NPC315276
Remote Similarity	0.6483	NPC14672
Remote Similarity	0.6483	NPC313673
Remote Similarity	0.6481	NPC146370

Drug Structure

NPD3625 OpenBabel08211703112D 27 29 0 0 0 0 0 0 0 0999 V2000 -2.3958 1.1226 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5768 -0.6000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.9781 0.4181 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.4013 1.0181 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.5823 -0.7045 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.3848 1.3317 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.1808 1.8364 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.0468 0.3364 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 5.0468 2.3364 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.9128 0.8364 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.4487 0.8364 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 0.5000 -0.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.9836 0.3136 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.1808 0.8364 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.9945 0.1045 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.3793 1.4362 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 5.9128 1.8364 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 1.5827 0.3364 0.0000 N 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 -5.7861 2.3497 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -5.9671 0.6272 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.4612 1.7213 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 6.7788 2.3364 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -6.9617 0.7317 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 4 1 0 0 0 0 1 15 2 0 0 0 0 2 5 2 0 0 0 0 2 15 1 0 0 0 0 3 6 1 0 0 0 0 3 15 1 0 0 0 0 4 17 2 0 0 0 0 5 17 1 0 0 0 0 6 18 1 0 0 0 0 7 10 1 0 0 0 0 7 16 1 0 0 0 0 8 11 1 0 0 0 0 8 16 1 0 0 0 0 9 12 1 0 0 0 0 9 16 1 0 0 0 0 10 20 1 0 0 0 0 11 20 1 0 0 0 0 12 21 1 0 0 0 0 13 14 1 0 0 0 0 13 21 1 0 0 0 0 14 22 1 0 0 0 0 17 22 1 0 0 0 0 18 23 2 0 0 0 0 18 24 1 0 0 0 0 19 21 1 0 0 0 0 19 22 1 0 0 0 0 19 25 2 0 0 0 0 20 26 1 0 0 0 0 24 27 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB016403
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	345.21
ALogP	-2.3028
MLogP	2.89
XLogP	2.264
HDA	6
HBD	2
Rotatable Bonds	8
TPSA	72.88
RO5 Violation	0