NPASS drugs

Drug Information

Drug ID:	NPD5669
Drug Name:
Molecular Formula:	C23H30ClN3O
Canonical SMILES:	CCN(CCCC(Nc1cc(Cl)cc2c1cc1cc(OC)ccc1n2)C)CC
Standard InCHI:	InChI=1S/C23H30ClN3O/c1-5-27(6-2)11-7-8-16(3)25-22-14-18(24)15-23-20(22)13-17-12-19(28-4)9-10-21(17)26-23/h9-10,12-16,25H,5-8,11H2,1-4H3
Standard InCHIKey:	SBPCESORRTYRJS-UHFFFAOYSA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD5669

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	473
0.1-0.2	3462
0.2-0.3	9286
0.3-0.4	7438
0.4-0.5	6963
0.5-0.6	2297
0.6-0.7	846
0.7-0.8	124
0.8-0.85	1
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	0.8071	NPC329793
Intermediate Similarity	0.7979	NPC471593
Intermediate Similarity	0.7901	NPC26850
Intermediate Similarity	0.7853	NPC176127
Intermediate Similarity	0.7846	NPC92111
Intermediate Similarity	0.7819	NPC312872
Intermediate Similarity	0.7805	NPC471304
Intermediate Similarity	0.7795	NPC76748
Intermediate Similarity	0.7744	NPC296527
Intermediate Similarity	0.7735	NPC26872
Intermediate Similarity	0.7711	NPC329747
Intermediate Similarity	0.7711	NPC315957
Intermediate Similarity	0.7677	NPC307963
Intermediate Similarity	0.7624	NPC176538
Intermediate Similarity	0.7608	NPC478074
Intermediate Similarity	0.7598	NPC223427
Intermediate Similarity	0.7596	NPC208284
Intermediate Similarity	0.7547	NPC96321
Intermediate Similarity	0.754	NPC118511
Intermediate Similarity	0.7488	NPC280272
Intermediate Similarity	0.7487	NPC177404
Intermediate Similarity	0.7476	NPC264166
Intermediate Similarity	0.7476	NPC274291
Intermediate Similarity	0.7476	NPC47059
Intermediate Similarity	0.7476	NPC118832
Intermediate Similarity	0.7476	NPC329708
Intermediate Similarity	0.7476	NPC165349
Intermediate Similarity	0.7462	NPC204385
Intermediate Similarity	0.744	NPC472111
Intermediate Similarity	0.7436	NPC206201
Intermediate Similarity	0.7426	NPC251090
Intermediate Similarity	0.7424	NPC56271
Intermediate Similarity	0.7395	NPC472099
Intermediate Similarity	0.7391	NPC285558
Intermediate Similarity	0.7376	NPC131017
Intermediate Similarity	0.7368	NPC477111
Intermediate Similarity	0.7368	NPC475910
Intermediate Similarity	0.7366	NPC476464
Intermediate Similarity	0.736	NPC84478
Intermediate Similarity	0.7358	NPC266931
Intermediate Similarity	0.7356	NPC477113
Intermediate Similarity	0.7343	NPC162484
Intermediate Similarity	0.7337	NPC66083
Intermediate Similarity	0.7317	NPC287437
Intermediate Similarity	0.7311	NPC94157
Intermediate Similarity	0.7308	NPC475070
Intermediate Similarity	0.73	NPC242928
Intermediate Similarity	0.7286	NPC476465
Intermediate Similarity	0.7282	NPC249040
Intermediate Similarity	0.7277	NPC133140
Intermediate Similarity	0.7277	NPC195268
Intermediate Similarity	0.7233	NPC476578
Intermediate Similarity	0.7233	NPC476582
Intermediate Similarity	0.7233	NPC4071
Intermediate Similarity	0.723	NPC472098
Intermediate Similarity	0.7204	NPC82548
Intermediate Similarity	0.72	NPC171171
Intermediate Similarity	0.7198	NPC19872
Intermediate Similarity	0.7196	NPC471080
Intermediate Similarity	0.7196	NPC469592
Intermediate Similarity	0.7195	NPC478078
Intermediate Similarity	0.7195	NPC157931
Intermediate Similarity	0.7192	NPC99666
Intermediate Similarity	0.7177	NPC476138
Intermediate Similarity	0.7177	NPC245816
Intermediate Similarity	0.7172	NPC474798
Intermediate Similarity	0.717	NPC476116
Intermediate Similarity	0.7163	NPC232727
Intermediate Similarity	0.7162	NPC311906
Intermediate Similarity	0.7156	NPC193777
Intermediate Similarity	0.7156	NPC24802
Intermediate Similarity	0.7143	NPC475720
Intermediate Similarity	0.7143	NPC16452
Intermediate Similarity	0.7143	NPC474192
Intermediate Similarity	0.7143	NPC473041
Intermediate Similarity	0.7143	NPC36229
Intermediate Similarity	0.7143	NPC476581
Intermediate Similarity	0.7136	NPC167860
Intermediate Similarity	0.7136	NPC123976
Intermediate Similarity	0.713	NPC477110
Intermediate Similarity	0.7129	NPC135887
Intermediate Similarity	0.7129	NPC199277
Intermediate Similarity	0.7116	NPC162530
Intermediate Similarity	0.7115	NPC234197
Intermediate Similarity	0.7115	NPC121772
Intermediate Similarity	0.7109	NPC470164
Intermediate Similarity	0.7109	NPC323345
Intermediate Similarity	0.7107	NPC283152
Intermediate Similarity	0.7101	NPC72211
Intermediate Similarity	0.71	NPC204717
Intermediate Similarity	0.7095	NPC475774
Intermediate Similarity	0.7089	NPC201697
Intermediate Similarity	0.7087	NPC13880
Intermediate Similarity	0.7087	NPC70259
Intermediate Similarity	0.7078	NPC132642
Intermediate Similarity	0.7071	NPC88363
Intermediate Similarity	0.7065	NPC314002
Intermediate Similarity	0.7064	NPC469594
Intermediate Similarity	0.7053	NPC77555
Intermediate Similarity	0.7053	NPC70956
Intermediate Similarity	0.7053	NPC243834
Intermediate Similarity	0.7051	NPC148183
Intermediate Similarity	0.7051	NPC152768
Intermediate Similarity	0.7051	NPC469928
Intermediate Similarity	0.705	NPC220765
Intermediate Similarity	0.7048	NPC295228
Intermediate Similarity	0.7043	NPC478081
Intermediate Similarity	0.7043	NPC473540
Intermediate Similarity	0.7039	NPC43787
Intermediate Similarity	0.7039	NPC205934
Intermediate Similarity	0.7035	NPC222592
Intermediate Similarity	0.7035	NPC180504
Intermediate Similarity	0.7035	NPC168486
Intermediate Similarity	0.7033	NPC477019
Intermediate Similarity	0.7028	NPC45190
Intermediate Similarity	0.7028	NPC475841
Intermediate Similarity	0.7028	NPC474145
Intermediate Similarity	0.7028	NPC300156
Intermediate Similarity	0.7018	NPC305984
Intermediate Similarity	0.7009	NPC473181
Intermediate Similarity	0.7009	NPC469589
Intermediate Similarity	0.7005	NPC470549
Intermediate Similarity	0.7	NPC31930
Intermediate Similarity	0.7	NPC477066
Intermediate Similarity	0.7	NPC267423
Remote Similarity	0.6995	NPC313189
Remote Similarity	0.6991	NPC48353
Remote Similarity	0.6991	NPC26679
Remote Similarity	0.6991	NPC316981
Remote Similarity	0.6986	NPC128823
Remote Similarity	0.698	NPC42591
Remote Similarity	0.6977	NPC199667
Remote Similarity	0.6972	NPC170114
Remote Similarity	0.6971	NPC267928
Remote Similarity	0.697	NPC477067
Remote Similarity	0.697	NPC288943
Remote Similarity	0.697	NPC478082
Remote Similarity	0.6964	NPC257851
Remote Similarity	0.6961	NPC128751
Remote Similarity	0.6961	NPC246700
Remote Similarity	0.6957	NPC475816
Remote Similarity	0.6955	NPC193267
Remote Similarity	0.6955	NPC213530
Remote Similarity	0.6954	NPC259545
Remote Similarity	0.6935	NPC184964
Remote Similarity	0.6933	NPC314954
Remote Similarity	0.693	NPC185782
Remote Similarity	0.6927	NPC106833
Remote Similarity	0.6927	NPC469497
Remote Similarity	0.6919	NPC476044
Remote Similarity	0.6916	NPC193238
Remote Similarity	0.6912	NPC296482
Remote Similarity	0.6912	NPC53069
Remote Similarity	0.6912	NPC202605
Remote Similarity	0.6912	NPC202768
Remote Similarity	0.6912	NPC473180
Remote Similarity	0.6912	NPC112206
Remote Similarity	0.69	NPC232340
Remote Similarity	0.6898	NPC290689
Remote Similarity	0.6898	NPC5145
Remote Similarity	0.6891	NPC285635
Remote Similarity	0.6889	NPC473185
Remote Similarity	0.6887	NPC475085
Remote Similarity	0.6887	NPC475112
Remote Similarity	0.6887	NPC291535
Remote Similarity	0.6881	NPC133306
Remote Similarity	0.6872	NPC11017
Remote Similarity	0.6867	NPC142385
Remote Similarity	0.6864	NPC476041
Remote Similarity	0.6864	NPC304926
Remote Similarity	0.686	NPC280964
Remote Similarity	0.686	NPC324149
Remote Similarity	0.686	NPC114335
Remote Similarity	0.686	NPC141915
Remote Similarity	0.6854	NPC476098
Remote Similarity	0.6851	NPC17437
Remote Similarity	0.6847	NPC323969
Remote Similarity	0.6847	NPC62069
Remote Similarity	0.6844	NPC227908
Remote Similarity	0.6842	NPC101543
Remote Similarity	0.6842	NPC469554
Remote Similarity	0.6837	NPC135549
Remote Similarity	0.6835	NPC264176
Remote Similarity	0.683	NPC322482
Remote Similarity	0.6827	NPC475190
Remote Similarity	0.6821	NPC159319
Remote Similarity	0.682	NPC11464
Remote Similarity	0.682	NPC470020
Remote Similarity	0.6816	NPC310118
Remote Similarity	0.6816	NPC280799
Remote Similarity	0.6808	NPC295898
Remote Similarity	0.6806	NPC287208
Remote Similarity	0.6804	NPC271215
Remote Similarity	0.6804	NPC149471
Remote Similarity	0.6804	NPC476287
Remote Similarity	0.6804	NPC74562
Remote Similarity	0.6804	NPC316181
Remote Similarity	0.6804	NPC151781
Remote Similarity	0.68	NPC21638
Remote Similarity	0.6798	NPC475253

Drug Structure

NPD5669 OpenBabel08211708292D 29 31 0 0 1 0 0 0 0 0999 V2000 0.0000 8.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 5.0000 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 -4.3301 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 7.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 6.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 5.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 4.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 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 0.0000 6.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 2.0000 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 1.7321 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 3.5000 0.0000 C 0 0 3 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 2.5981 0.5000 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 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 1.7321 2.0000 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 3.4641 0.0000 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 3.0000 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 -0.8660 6.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 2.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 3.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 5 1 0 0 0 0 2 6 1 0 0 0 0 3 16 1 0 0 0 0 4 28 1 0 0 0 0 5 27 1 0 0 0 0 6 27 1 0 0 0 0 7 8 1 0 0 0 0 7 11 1 0 0 0 0 8 16 1 0 0 0 0 9 10 2 0 0 0 0 9 19 1 0 0 0 0 10 21 1 0 0 0 0 11 27 1 0 0 0 0 12 17 1 0 0 0 0 12 19 2 0 0 0 0 13 17 2 0 0 0 0 13 20 1 0 0 0 0 14 18 2 0 0 0 0 14 22 1 0 0 0 0 15 18 1 0 0 0 0 15 23 2 0 0 0 0 16 25 1 0 0 0 0 17 21 1 0 0 0 0 18 24 1 0 0 0 0 19 28 1 0 0 0 0 20 22 2 0 0 0 0 20 23 1 0 0 0 0 21 26 2 0 0 0 0 22 25 1 0 0 0 0 23 26 1 0 0 0 0 25 29 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DCL000747
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	16760629
ChEBI
CAS Number

Drug Properties

Molecular Weight	399.21
ALogP	0.4272
MLogP	3.44
XLogP	5.121
HDA	3
HBD	1
Rotatable Bonds	14
TPSA	37.39
RO5 Violation	1