NPASS drugs

Drug Information

Drug ID:	NPD6361
Drug Name:	Nonabine
Molecular Formula:	C25H33NO2
Canonical SMILES:	CCCCCC(C(c1cc(O)c2c(c1)OC(C=C2c1ccncc1)(C)C)C)C
Standard InCHI:	InChI=1S/C25H33NO2/c1-6-7-8-9-17(2)18(3)20-14-22(27)24-21(19-10-12-26-13-11-19)16-25(4,5)28-23(24)15-20/h10-18,27H,6-9H2,1-5H3
Standard InCHIKey:	YHUDSHIRWOVVCV-UHFFFAOYSA-N
Max Developmental Stage:	Phase 2
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD6361

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	347
0.1-0.2	1457
0.2-0.3	7564
0.3-0.4	4967
0.4-0.5	5978
0.5-0.6	9080
0.6-0.7	1366
0.7-0.8	122
0.8-0.85	8
0.85-0.9	1
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
High Similarity	0.8587	NPC289786
Intermediate Similarity	0.8396	NPC473053
Intermediate Similarity	0.8351	NPC224928
Intermediate Similarity	0.82	NPC473822
Intermediate Similarity	0.8162	NPC61350
Intermediate Similarity	0.809	NPC108469
Intermediate Similarity	0.8079	NPC473057
Intermediate Similarity	0.8038	NPC255800
Intermediate Similarity	0.8038	NPC96584
Intermediate Similarity	0.7989	NPC469390
Intermediate Similarity	0.7951	NPC122463
Intermediate Similarity	0.7943	NPC201508
Intermediate Similarity	0.7908	NPC469440
Intermediate Similarity	0.7868	NPC274291
Intermediate Similarity	0.7868	NPC264166
Intermediate Similarity	0.7868	NPC47059
Intermediate Similarity	0.7868	NPC118832
Intermediate Similarity	0.7868	NPC329708
Intermediate Similarity	0.7868	NPC165349
Intermediate Similarity	0.7854	NPC174049
Intermediate Similarity	0.7849	NPC470474
Intermediate Similarity	0.7833	NPC471178
Intermediate Similarity	0.7821	NPC471177
Intermediate Similarity	0.7821	NPC124542
Intermediate Similarity	0.7821	NPC59779
Intermediate Similarity	0.7737	NPC66083
Intermediate Similarity	0.773	NPC288943
Intermediate Similarity	0.7725	NPC469792
Intermediate Similarity	0.7688	NPC164374
Intermediate Similarity	0.7688	NPC137929
Intermediate Similarity	0.7688	NPC210256
Intermediate Similarity	0.7668	NPC114335
Intermediate Similarity	0.7668	NPC280964
Intermediate Similarity	0.7668	NPC141915
Intermediate Similarity	0.7594	NPC283152
Intermediate Similarity	0.7577	NPC133140
Intermediate Similarity	0.7577	NPC195268
Intermediate Similarity	0.7563	NPC127085
Intermediate Similarity	0.7512	NPC202605
Intermediate Similarity	0.7512	NPC112206
Intermediate Similarity	0.7438	NPC193238
Intermediate Similarity	0.7346	NPC469439
Intermediate Similarity	0.734	NPC476581
Intermediate Similarity	0.734	NPC16452
Intermediate Similarity	0.734	NPC36229
Intermediate Similarity	0.7337	NPC177404
Intermediate Similarity	0.733	NPC290689
Intermediate Similarity	0.7318	NPC11408
Intermediate Similarity	0.7306	NPC62069
Intermediate Similarity	0.7304	NPC472111
Intermediate Similarity	0.7297	NPC97367
Intermediate Similarity	0.7273	NPC279401
Intermediate Similarity	0.7273	NPC79293
Intermediate Similarity	0.7273	NPC307963
Intermediate Similarity	0.7269	NPC476997
Intermediate Similarity	0.7268	NPC475835
Intermediate Similarity	0.7265	NPC15406
Intermediate Similarity	0.7264	NPC4071
Intermediate Similarity	0.7264	NPC476582
Intermediate Similarity	0.7264	NPC476578
Intermediate Similarity	0.7252	NPC217554
Intermediate Similarity	0.7235	NPC476996
Intermediate Similarity	0.7235	NPC476998
Intermediate Similarity	0.7234	NPC314940
Intermediate Similarity	0.7234	NPC473764
Intermediate Similarity	0.7233	NPC470931
Intermediate Similarity	0.7232	NPC148896
Intermediate Similarity	0.7232	NPC471013
Intermediate Similarity	0.7232	NPC180668
Intermediate Similarity	0.7228	NPC477019
Intermediate Similarity	0.7209	NPC473449
Intermediate Similarity	0.7206	NPC475774
Intermediate Similarity	0.72	NPC251090
Intermediate Similarity	0.7196	NPC252590
Intermediate Similarity	0.7192	NPC31930
Intermediate Similarity	0.7189	NPC476994
Intermediate Similarity	0.7183	NPC54066
Intermediate Similarity	0.7179	NPC42591
Intermediate Similarity	0.7177	NPC251160
Intermediate Similarity	0.7177	NPC292517
Intermediate Similarity	0.7156	NPC30570
Intermediate Similarity	0.7156	NPC284141
Intermediate Similarity	0.715	NPC310118
Intermediate Similarity	0.7124	NPC107123
Intermediate Similarity	0.7124	NPC475533
Intermediate Similarity	0.7123	NPC162812
Intermediate Similarity	0.7121	NPC76748
Intermediate Similarity	0.7121	NPC3715
Intermediate Similarity	0.712	NPC312872
Intermediate Similarity	0.7115	NPC472550
Intermediate Similarity	0.7115	NPC304179
Intermediate Similarity	0.7115	NPC48042
Intermediate Similarity	0.7105	NPC10904
Intermediate Similarity	0.7104	NPC90875
Intermediate Similarity	0.7104	NPC26872
Intermediate Similarity	0.71	NPC103230
Intermediate Similarity	0.7098	NPC119134
Intermediate Similarity	0.7095	NPC53069
Intermediate Similarity	0.7095	NPC202768
Intermediate Similarity	0.7095	NPC296482
Intermediate Similarity	0.7094	NPC287437
Intermediate Similarity	0.7093	NPC324619
Intermediate Similarity	0.7093	NPC475315
Intermediate Similarity	0.7091	NPC233334
Intermediate Similarity	0.7085	NPC92111
Intermediate Similarity	0.7081	NPC26850
Intermediate Similarity	0.7075	NPC8022
Intermediate Similarity	0.7075	NPC470799
Intermediate Similarity	0.7074	NPC183537
Intermediate Similarity	0.7073	NPC475112
Intermediate Similarity	0.7073	NPC291535
Intermediate Similarity	0.7073	NPC475085
Intermediate Similarity	0.7071	NPC296527
Intermediate Similarity	0.7062	NPC266931
Intermediate Similarity	0.7059	NPC234197
Intermediate Similarity	0.705	NPC56170
Intermediate Similarity	0.7048	NPC208284
Intermediate Similarity	0.7041	NPC320394
Intermediate Similarity	0.7037	NPC118121
Intermediate Similarity	0.7019	NPC313189
Intermediate Similarity	0.7014	NPC472553
Intermediate Similarity	0.7014	NPC471004
Intermediate Similarity	0.7013	NPC471015
Intermediate Similarity	0.7009	NPC173080
Intermediate Similarity	0.7009	NPC204446
Intermediate Similarity	0.7005	NPC285558
Intermediate Similarity	0.7005	NPC314002
Intermediate Similarity	0.7	NPC470020
Intermediate Similarity	0.7	NPC11464
Intermediate Similarity	0.7	NPC77878
Intermediate Similarity	0.7	NPC471323
Remote Similarity	0.6995	NPC477907
Remote Similarity	0.6995	NPC477910
Remote Similarity	0.6995	NPC42678
Remote Similarity	0.6995	NPC477909
Remote Similarity	0.6986	NPC63041
Remote Similarity	0.6986	NPC82548
Remote Similarity	0.6986	NPC110151
Remote Similarity	0.6977	NPC216428
Remote Similarity	0.6976	NPC176538
Remote Similarity	0.6971	NPC470164
Remote Similarity	0.6971	NPC304183
Remote Similarity	0.6971	NPC323345
Remote Similarity	0.6971	NPC475841
Remote Similarity	0.6971	NPC474145
Remote Similarity	0.697	NPC171171
Remote Similarity	0.6965	NPC99666
Remote Similarity	0.6964	NPC476995
Remote Similarity	0.6963	NPC206343
Remote Similarity	0.6963	NPC6981
Remote Similarity	0.6963	NPC477908
Remote Similarity	0.6954	NPC204717
Remote Similarity	0.6948	NPC228331
Remote Similarity	0.6948	NPC319128
Remote Similarity	0.6939	NPC219963
Remote Similarity	0.6939	NPC266551
Remote Similarity	0.6939	NPC161887
Remote Similarity	0.6934	NPC26679
Remote Similarity	0.6934	NPC171409
Remote Similarity	0.6934	NPC96405
Remote Similarity	0.6934	NPC48353
Remote Similarity	0.6931	NPC329541
Remote Similarity	0.6931	NPC118511
Remote Similarity	0.693	NPC144779
Remote Similarity	0.693	NPC294579
Remote Similarity	0.693	NPC62367
Remote Similarity	0.6927	NPC121658
Remote Similarity	0.6927	NPC14651
Remote Similarity	0.6923	NPC24019
Remote Similarity	0.6916	NPC288349
Remote Similarity	0.6916	NPC470306
Remote Similarity	0.6912	NPC477912
Remote Similarity	0.6912	NPC267928
Remote Similarity	0.691	NPC85879
Remote Similarity	0.691	NPC326930
Remote Similarity	0.691	NPC475301
Remote Similarity	0.691	NPC53255
Remote Similarity	0.6908	NPC66815
Remote Similarity	0.6904	NPC220765
Remote Similarity	0.6901	NPC476287
Remote Similarity	0.6901	NPC478074
Remote Similarity	0.6901	NPC236668
Remote Similarity	0.69	NPC44354
Remote Similarity	0.6898	NPC84815
Remote Similarity	0.6898	NPC193267
Remote Similarity	0.6898	NPC213530
Remote Similarity	0.6898	NPC472555
Remote Similarity	0.6898	NPC301368
Remote Similarity	0.6897	NPC146724
Remote Similarity	0.6893	NPC11017
Remote Similarity	0.6893	NPC315957
Remote Similarity	0.6892	NPC476999
Remote Similarity	0.6891	NPC471294
Remote Similarity	0.6888	NPC168486
Remote Similarity	0.6888	NPC222592
Remote Similarity	0.6888	NPC271792
Remote Similarity	0.6884	NPC471016
Remote Similarity	0.6884	NPC475408
Remote Similarity	0.6884	NPC471014
Remote Similarity	0.6883	NPC134637

Drug Structure

NPD6361 OpenBabel08211709092D 29 31 0 0 1 0 0 0 0 0999 V2000 -0.8660 -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 -1.7321 4.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.3660 -1.3660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.3660 -1.3660 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 -1.7321 0.0000 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 -2.5981 1.5000 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 2.5981 2.5000 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 3.4641 3.0000 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 -0.8660 1.5000 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 -2.5981 2.5000 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 -1.7321 3.0000 0.0000 C 0 0 3 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 -0.8660 2.5000 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 0.0000 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 0.8660 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.3301 2.5000 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 -0.0000 -0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 4.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 6 1 0 0 0 0 2 17 1 0 0 0 0 3 18 1 0 0 0 0 4 25 1 0 0 0 0 5 25 1 0 0 0 0 6 7 1 0 0 0 0 7 8 1 0 0 0 0 8 9 1 0 0 0 0 9 17 1 0 0 0 0 10 12 1 0 0 0 0 10 19 2 0 0 0 0 11 13 2 0 0 0 0 11 19 1 0 0 0 0 12 26 2 0 0 0 0 13 26 1 0 0 0 0 14 20 2 0 0 0 0 14 22 1 0 0 0 0 15 20 1 0 0 0 0 15 23 2 0 0 0 0 16 21 2 0 0 0 0 16 25 1 0 0 0 0 17 18 1 0 0 0 0 18 20 1 0 0 0 0 19 21 1 0 0 0 0 21 24 1 0 0 0 0 22 24 2 0 0 0 0 22 27 1 0 0 0 0 23 24 1 0 0 0 0 23 28 1 0 0 0 0 25 28 1 0 0 0 0 27 29 1 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	379.25
ALogP	-0.0384
MLogP	3.88
XLogP	7.591
HDA	1
HBD	1
Rotatable Bonds	13
TPSA	42.35
RO5 Violation	1