NPASS drugs

Drug Information

Drug ID:	NPD4118
Drug Name:
Molecular Formula:	C20H26N2O
Canonical SMILES:	CCC1CC2CN3C1C(C2)c1[nH]c2c(c1CC3)cc(cc2)OC
Standard InCHI:	InChI=1S/C20H26N2O/c1-3-13-8-12-9-17-19-15(6-7-22(11-12)20(13)17)16-10-14(23-2)4-5-18(16)21-19/h4-5,10,12-13,17,20-21H,3,6-9,11H2,1-2H3
Standard InCHIKey:	HSIBGVUMFOSJPD-UHFFFAOYSA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD4118

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	447
0.1-0.2	2520
0.2-0.3	9795
0.3-0.4	5430
0.4-0.5	8770
0.5-0.6	2098
0.6-0.7	1360
0.7-0.8	390
0.8-0.85	59
0.85-0.9	16
0.9-0.95	4
0.95-1	1

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	0.9831	NPC329793
High Similarity	0.9462	NPC471304
High Similarity	0.9396	NPC329747
High Similarity	0.9211	NPC478074
High Similarity	0.9119	NPC96321
High Similarity	0.8989	NPC176127
High Similarity	0.8947	NPC475910
High Similarity	0.875	NPC92111
High Similarity	0.8711	NPC208284
High Similarity	0.8696	NPC76748
High Similarity	0.8663	NPC478078
High Similarity	0.8641	NPC296527
High Similarity	0.8636	NPC473041
High Similarity	0.8621	NPC311906
High Similarity	0.8585	NPC475720
High Similarity	0.8585	NPC474192
High Similarity	0.8579	NPC176538
High Similarity	0.8556	NPC307963
High Similarity	0.8542	NPC223427
High Similarity	0.8535	NPC469928
High Similarity	0.8511	NPC131017
Intermediate Similarity	0.8446	NPC162484
Intermediate Similarity	0.8424	NPC84478
Intermediate Similarity	0.8385	NPC249040
Intermediate Similarity	0.8384	NPC94157
Intermediate Similarity	0.8374	NPC280272
Intermediate Similarity	0.8368	NPC251090
Intermediate Similarity	0.8342	NPC242928
Intermediate Similarity	0.8341	NPC475816
Intermediate Similarity	0.8325	NPC476116
Intermediate Similarity	0.8308	NPC285558
Intermediate Similarity	0.8302	NPC477066
Intermediate Similarity	0.8265	NPC472111
Intermediate Similarity	0.8263	NPC478081
Intermediate Similarity	0.8263	NPC473540
Intermediate Similarity	0.8263	NPC478082
Intermediate Similarity	0.8263	NPC477067
Intermediate Similarity	0.8223	NPC193777
Intermediate Similarity	0.8214	NPC475070
Intermediate Similarity	0.8207	NPC88363
Intermediate Similarity	0.8187	NPC72211
Intermediate Similarity	0.8177	NPC70259
Intermediate Similarity	0.8159	NPC469592
Intermediate Similarity	0.8159	NPC471080
Intermediate Similarity	0.8154	NPC267423
Intermediate Similarity	0.8142	NPC189812
Intermediate Similarity	0.8142	NPC329688
Intermediate Similarity	0.8141	NPC201697
Intermediate Similarity	0.8135	NPC70956
Intermediate Similarity	0.8135	NPC243834
Intermediate Similarity	0.8125	NPC43787
Intermediate Similarity	0.8125	NPC205934
Intermediate Similarity	0.8118	NPC474798
Intermediate Similarity	0.8111	NPC17437
Intermediate Similarity	0.8098	NPC132642
Intermediate Similarity	0.8098	NPC472099
Intermediate Similarity	0.809	NPC476465
Intermediate Similarity	0.8081	NPC475841
Intermediate Similarity	0.8081	NPC300156
Intermediate Similarity	0.8081	NPC45190
Intermediate Similarity	0.8081	NPC474145
Intermediate Similarity	0.8079	NPC152768
Intermediate Similarity	0.8079	NPC330009
Intermediate Similarity	0.8079	NPC148183
Intermediate Similarity	0.8069	NPC266931
Intermediate Similarity	0.8061	NPC476044
Intermediate Similarity	0.8061	NPC232727
Intermediate Similarity	0.8053	NPC246700
Intermediate Similarity	0.8051	NPC128823
Intermediate Similarity	0.8042	NPC171171
Intermediate Similarity	0.8038	NPC157931
Intermediate Similarity	0.802	NPC472098
Intermediate Similarity	0.802	NPC135887
Intermediate Similarity	0.802	NPC48353
Intermediate Similarity	0.802	NPC199277
Intermediate Similarity	0.8019	NPC473105
Intermediate Similarity	0.801	NPC123976
Intermediate Similarity	0.801	NPC315957
Intermediate Similarity	0.801	NPC167860
Intermediate Similarity	0.8	NPC469594
Intermediate Similarity	0.799	NPC13880
Intermediate Similarity	0.798	NPC476138
Intermediate Similarity	0.798	NPC245816
Intermediate Similarity	0.796	NPC473181
Intermediate Similarity	0.7958	NPC128751
Intermediate Similarity	0.7951	NPC305984
Intermediate Similarity	0.7944	NPC295228
Intermediate Similarity	0.7941	NPC470549
Intermediate Similarity	0.7937	NPC204717
Intermediate Similarity	0.7933	NPC26850
Intermediate Similarity	0.7929	NPC475112
Intermediate Similarity	0.7929	NPC291535
Intermediate Similarity	0.7929	NPC475085
Intermediate Similarity	0.7927	NPC99666
Intermediate Similarity	0.7921	NPC199667
Intermediate Similarity	0.7917	NPC469497
Intermediate Similarity	0.7917	NPC106833
Intermediate Similarity	0.7902	NPC170114
Intermediate Similarity	0.7895	NPC314002
Intermediate Similarity	0.7892	NPC478080
Intermediate Similarity	0.7884	NPC220765
Intermediate Similarity	0.7867	NPC473185
Intermediate Similarity	0.7865	NPC26872
Intermediate Similarity	0.7854	NPC81939
Intermediate Similarity	0.7849	NPC312872
Intermediate Similarity	0.7843	NPC473180
Intermediate Similarity	0.7843	NPC316981
Intermediate Similarity	0.7828	NPC19872
Intermediate Similarity	0.7824	NPC329858
Intermediate Similarity	0.7822	NPC82548
Intermediate Similarity	0.782	NPC227908
Intermediate Similarity	0.7818	NPC475666
Intermediate Similarity	0.7811	NPC476106
Intermediate Similarity	0.7799	NPC280799
Intermediate Similarity	0.7789	NPC19679
Intermediate Similarity	0.7788	NPC213530
Intermediate Similarity	0.7788	NPC193267
Intermediate Similarity	0.7778	NPC476041
Intermediate Similarity	0.7778	NPC304926
Intermediate Similarity	0.7773	NPC21638
Intermediate Similarity	0.7772	NPC53344
Intermediate Similarity	0.7766	NPC77555
Intermediate Similarity	0.7766	NPC153042
Intermediate Similarity	0.7761	NPC118832
Intermediate Similarity	0.7761	NPC470930
Intermediate Similarity	0.7761	NPC329708
Intermediate Similarity	0.7761	NPC165349
Intermediate Similarity	0.7761	NPC264166
Intermediate Similarity	0.7761	NPC274291
Intermediate Similarity	0.7761	NPC47059
Intermediate Similarity	0.7757	NPC475253
Intermediate Similarity	0.7756	NPC26679
Intermediate Similarity	0.7751	NPC477533
Intermediate Similarity	0.7751	NPC86078
Intermediate Similarity	0.7746	NPC314954
Intermediate Similarity	0.7745	NPC5145
Intermediate Similarity	0.7745	NPC11464
Intermediate Similarity	0.7739	NPC121772
Intermediate Similarity	0.7739	NPC11017
Intermediate Similarity	0.773	NPC317430
Intermediate Similarity	0.7725	NPC72980
Intermediate Similarity	0.7714	NPC310118
Intermediate Similarity	0.7711	NPC476098
Intermediate Similarity	0.7708	NPC94943
Intermediate Similarity	0.7704	NPC475190
Intermediate Similarity	0.7703	NPC473179
Intermediate Similarity	0.7696	NPC185782
Intermediate Similarity	0.7696	NPC469589
Intermediate Similarity	0.7689	NPC329982
Intermediate Similarity	0.7685	NPC180504
Intermediate Similarity	0.7672	NPC184964
Intermediate Similarity	0.7668	NPC204385
Intermediate Similarity	0.7664	NPC252251
Intermediate Similarity	0.7663	NPC118511
Intermediate Similarity	0.7656	NPC303658
Intermediate Similarity	0.7656	NPC46561
Intermediate Similarity	0.7656	NPC190007
Intermediate Similarity	0.7653	NPC133140
Intermediate Similarity	0.7653	NPC195268
Intermediate Similarity	0.765	NPC39370
Intermediate Similarity	0.765	NPC234197
Intermediate Similarity	0.7644	NPC206201
Intermediate Similarity	0.7641	NPC314333
Intermediate Similarity	0.764	NPC21605
Intermediate Similarity	0.7639	NPC473186
Intermediate Similarity	0.7639	NPC101543
Intermediate Similarity	0.7639	NPC469554
Intermediate Similarity	0.7629	NPC66083
Intermediate Similarity	0.7624	NPC475774
Intermediate Similarity	0.7621	NPC478083
Intermediate Similarity	0.7617	NPC473189
Intermediate Similarity	0.7609	NPC177404
Intermediate Similarity	0.7606	NPC474409
Intermediate Similarity	0.7606	NPC471294
Intermediate Similarity	0.7604	NPC212535
Intermediate Similarity	0.76	NPC476578
Intermediate Similarity	0.76	NPC476582
Intermediate Similarity	0.76	NPC287437
Intermediate Similarity	0.76	NPC4071
Intermediate Similarity	0.7598	NPC4687
Intermediate Similarity	0.7598	NPC249583
Intermediate Similarity	0.7593	NPC477531
Intermediate Similarity	0.7585	NPC264176
Intermediate Similarity	0.7581	NPC471762
Intermediate Similarity	0.758	NPC473183
Intermediate Similarity	0.7576	NPC276517
Intermediate Similarity	0.7562	NPC477019
Intermediate Similarity	0.7561	NPC470931
Intermediate Similarity	0.756	NPC183407
Intermediate Similarity	0.7557	NPC473868
Intermediate Similarity	0.7557	NPC63157
Intermediate Similarity	0.7557	NPC81175
Intermediate Similarity	0.7551	NPC95783
Intermediate Similarity	0.7548	NPC476287
Intermediate Similarity	0.7548	NPC39500
Intermediate Similarity	0.7547	NPC477532
Intermediate Similarity	0.7546	NPC209174
Intermediate Similarity	0.7536	NPC255110
Intermediate Similarity	0.7536	NPC187501
Intermediate Similarity	0.7535	NPC6215

Drug Structure

NPD4118 OpenBabel08211704332D 24 28 0 0 1 0 0 0 0 0999 V2000 -0.8371 2.7665 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.4813 1.1921 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.1268 2.5005 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.7493 2.1921 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.8832 2.6921 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.8001 -0.0808 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8806 -0.4739 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.1321 1.3246 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.1856 1.3570 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.8832 0.6921 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8011 -0.0360 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.3288 0.5679 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 0.3784 1.5326 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 4.7493 1.1921 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.0662 0.8831 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.0172 1.1921 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.4794 1.7370 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 3.0172 2.1921 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.4784 1.6921 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.1786 0.9839 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 2.0662 2.5012 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -0.0000 0.0000 N 0 0 3 0 0 0 0 0 0 0 0 0 5.6153 0.6921 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.7571 3.4522 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 3 1 0 0 0 0 2 23 1 0 0 0 0 3 13 1 0 0 0 0 4 5 2 0 0 0 0 4 14 1 0 0 0 0 5 18 1 0 0 0 0 6 7 1 0 0 0 0 6 15 1 0 0 0 0 7 22 1 0 0 0 0 8 12 1 0 0 0 0 8 13 1 0 0 0 0 9 12 1 0 0 0 0 9 17 1 0 0 0 0 10 14 2 0 0 0 0 10 16 1 0 0 0 0 11 12 1 0 0 0 0 11 22 1 0 0 0 0 13 20 1 0 0 0 0 14 23 1 0 0 0 0 15 16 1 0 0 0 0 15 19 2 0 0 0 0 16 18 2 0 0 0 0 17 19 1 0 0 0 0 17 20 1 0 0 0 0 18 21 1 0 0 0 0 19 21 1 0 0 0 0 20 22 1 0 0 0 0 21 24 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DPR000010
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	9821813
ChEBI
CAS Number

Drug Properties

Molecular Weight	310.20
ALogP	-1.2608
MLogP	3.33
XLogP	3.58
HDA	2
HBD	1
Rotatable Bonds	4
TPSA	28.26
RO5 Violation	0