NPASS drugs

Drug Information

Drug ID:	NPD5879
Drug Name:
Molecular Formula:	C24H25ClN2O
Canonical SMILES:	Cc1ccc(cc1)c1noc(c1)C1C2CC[C@@H](N2C)C[C@@H]1c1ccc(cc1)Cl
Standard InCHI:	InChI=1S/C24H25ClN2O/c1-15-3-5-17(6-4-15)21-14-23(28-26-21)24-20(16-7-9-18(25)10-8-16)13-19-11-12-22(24)27(19)2/h3-10,14,19-20,22,24H,11-13H2,1-2H3/t19-,20-,22?,24?/m1/s1
Standard InCHIKey:	AUXUFNHAVGIVDC-JDJBWLAASA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD5879

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	433
0.1-0.2	2160
0.2-0.3	9687
0.3-0.4	6865
0.4-0.5	8848
0.5-0.6	2565
0.6-0.7	332
0.7-0.8	0
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
Remote Similarity	0.6667	NPC264176
Remote Similarity	0.6652	NPC478078
Remote Similarity	0.6638	NPC119006
Remote Similarity	0.6591	NPC472098
Remote Similarity	0.659	NPC53344
Remote Similarity	0.6588	NPC472116
Remote Similarity	0.6577	NPC322064
Remote Similarity	0.6577	NPC330009
Remote Similarity	0.657	NPC206186
Remote Similarity	0.6547	NPC305984
Remote Similarity	0.6538	NPC101350
Remote Similarity	0.6533	NPC276657
Remote Similarity	0.6528	NPC134848
Remote Similarity	0.6524	NPC35042
Remote Similarity	0.6518	NPC473041
Remote Similarity	0.6505	NPC258480
Remote Similarity	0.6502	NPC152768
Remote Similarity	0.6502	NPC469928
Remote Similarity	0.6502	NPC148183
Remote Similarity	0.6502	NPC478083
Remote Similarity	0.65	NPC471304
Remote Similarity	0.6496	NPC235685
Remote Similarity	0.6478	NPC471762
Remote Similarity	0.6478	NPC194740
Remote Similarity	0.6476	NPC220851
Remote Similarity	0.646	NPC323969
Remote Similarity	0.6444	NPC96321
Remote Similarity	0.6442	NPC66210
Remote Similarity	0.6439	NPC15840
Remote Similarity	0.6426	NPC470022
Remote Similarity	0.6415	NPC472210
Remote Similarity	0.6415	NPC269886
Remote Similarity	0.6415	NPC81802
Remote Similarity	0.6415	NPC247735
Remote Similarity	0.6415	NPC472295
Remote Similarity	0.6407	NPC66777
Remote Similarity	0.6395	NPC207686
Remote Similarity	0.6388	NPC472099
Remote Similarity	0.6383	NPC470017
Remote Similarity	0.6382	NPC204867
Remote Similarity	0.6376	NPC122436
Remote Similarity	0.6375	NPC178858
Remote Similarity	0.6372	NPC474916
Remote Similarity	0.6372	NPC264285
Remote Similarity	0.6368	NPC323198
Remote Similarity	0.6368	NPC329631
Remote Similarity	0.6364	NPC157931
Remote Similarity	0.6364	NPC270918
Remote Similarity	0.6352	NPC267853
Remote Similarity	0.6351	NPC470020
Remote Similarity	0.6351	NPC472112
Remote Similarity	0.6347	NPC472259
Remote Similarity	0.6346	NPC472119
Remote Similarity	0.6345	NPC477887
Remote Similarity	0.6341	NPC234987
Remote Similarity	0.634	NPC264400
Remote Similarity	0.634	NPC316411
Remote Similarity	0.6339	NPC207866
Remote Similarity	0.6327	NPC27041
Remote Similarity	0.6325	NPC244897
Remote Similarity	0.6323	NPC23294
Remote Similarity	0.6316	NPC282103
Remote Similarity	0.6311	NPC237740
Remote Similarity	0.6304	NPC229893
Remote Similarity	0.6303	NPC183805
Remote Similarity	0.63	NPC303658
Remote Similarity	0.6296	NPC306376
Remote Similarity	0.6295	NPC110182
Remote Similarity	0.6291	NPC472113
Remote Similarity	0.629	NPC4687
Remote Similarity	0.629	NPC249583
Remote Similarity	0.6284	NPC471944
Remote Similarity	0.6282	NPC315062
Remote Similarity	0.6279	NPC472193
Remote Similarity	0.6278	NPC303951
Remote Similarity	0.6278	NPC85273
Remote Similarity	0.6277	NPC21638
Remote Similarity	0.6276	NPC477066
Remote Similarity	0.6275	NPC471294
Remote Similarity	0.6275	NPC191310
Remote Similarity	0.6274	NPC329858
Remote Similarity	0.6273	NPC314648
Remote Similarity	0.6271	NPC39370
Remote Similarity	0.6261	NPC16352
Remote Similarity	0.6261	NPC39679
Remote Similarity	0.6256	NPC472323
Remote Similarity	0.6256	NPC295898
Remote Similarity	0.6255	NPC63971
Remote Similarity	0.6255	NPC91868
Remote Similarity	0.6255	NPC473186
Remote Similarity	0.625	NPC113626
Remote Similarity	0.625	NPC227582
Remote Similarity	0.625	NPC473540
Remote Similarity	0.625	NPC477067
Remote Similarity	0.625	NPC478082
Remote Similarity	0.625	NPC478081
Remote Similarity	0.625	NPC476231
Remote Similarity	0.6245	NPC477549
Remote Similarity	0.6244	NPC315638
Remote Similarity	0.6244	NPC313796
Remote Similarity	0.6244	NPC314855
Remote Similarity	0.6244	NPC303225
Remote Similarity	0.6244	NPC313345
Remote Similarity	0.624	NPC469734
Remote Similarity	0.6239	NPC329747
Remote Similarity	0.6239	NPC472844
Remote Similarity	0.6238	NPC472107
Remote Similarity	0.6238	NPC79062
Remote Similarity	0.6235	NPC53534
Remote Similarity	0.6234	NPC322482
Remote Similarity	0.6227	NPC476098
Remote Similarity	0.6227	NPC317572
Remote Similarity	0.6226	NPC111602
Remote Similarity	0.6226	NPC63199
Remote Similarity	0.6226	NPC102338
Remote Similarity	0.6226	NPC196251
Remote Similarity	0.6223	NPC74575
Remote Similarity	0.6223	NPC192712
Remote Similarity	0.6221	NPC100863
Remote Similarity	0.6221	NPC472284
Remote Similarity	0.622	NPC133306
Remote Similarity	0.622	NPC329982
Remote Similarity	0.622	NPC159125
Remote Similarity	0.622	NPC244543
Remote Similarity	0.6218	NPC240384
Remote Similarity	0.6218	NPC184225
Remote Similarity	0.6216	NPC314297
Remote Similarity	0.6216	NPC315545
Remote Similarity	0.6215	NPC56170
Remote Similarity	0.6214	NPC84347
Remote Similarity	0.6214	NPC17437
Remote Similarity	0.6214	NPC471743
Remote Similarity	0.6211	NPC470002
Remote Similarity	0.6211	NPC274982
Remote Similarity	0.6211	NPC470001
Remote Similarity	0.6205	NPC309845
Remote Similarity	0.6205	NPC144691
Remote Similarity	0.6204	NPC245916
Remote Similarity	0.6201	NPC269270
Remote Similarity	0.6199	NPC132539
Remote Similarity	0.6198	NPC81939
Remote Similarity	0.6197	NPC314333
Remote Similarity	0.6197	NPC311906
Remote Similarity	0.6195	NPC250448
Remote Similarity	0.6193	NPC74413
Remote Similarity	0.6188	NPC470069
Remote Similarity	0.6188	NPC210828
Remote Similarity	0.6188	NPC86834
Remote Similarity	0.6188	NPC52059
Remote Similarity	0.6186	NPC49547
Remote Similarity	0.6186	NPC132329
Remote Similarity	0.6182	NPC57398
Remote Similarity	0.6182	NPC260900
Remote Similarity	0.6182	NPC162730
Remote Similarity	0.618	NPC470018
Remote Similarity	0.6178	NPC146418
Remote Similarity	0.6178	NPC87413
Remote Similarity	0.6178	NPC9894
Remote Similarity	0.6176	NPC473187
Remote Similarity	0.6174	NPC14686
Remote Similarity	0.6173	NPC475666
Remote Similarity	0.6171	NPC45190
Remote Similarity	0.6171	NPC300156
Remote Similarity	0.6168	NPC28510
Remote Similarity	0.6165	NPC470548
Remote Similarity	0.6164	NPC252338
Remote Similarity	0.6162	NPC161827
Remote Similarity	0.6161	NPC241025
Remote Similarity	0.6161	NPC133003
Remote Similarity	0.6161	NPC61038
Remote Similarity	0.6161	NPC476116
Remote Similarity	0.6157	NPC19692
Remote Similarity	0.6157	NPC220151
Remote Similarity	0.6157	NPC276517
Remote Similarity	0.6151	NPC152620
Remote Similarity	0.6151	NPC104712
Remote Similarity	0.615	NPC221873
Remote Similarity	0.615	NPC12344
Remote Similarity	0.615	NPC308137
Remote Similarity	0.615	NPC310211
Remote Similarity	0.6147	NPC198503
Remote Similarity	0.6144	NPC260434
Remote Similarity	0.6143	NPC183777
Remote Similarity	0.6143	NPC143533
Remote Similarity	0.6143	NPC243058
Remote Similarity	0.614	NPC55493
Remote Similarity	0.614	NPC183407
Remote Similarity	0.614	NPC204970
Remote Similarity	0.614	NPC472292
Remote Similarity	0.6139	NPC271797
Remote Similarity	0.6139	NPC21174
Remote Similarity	0.6134	NPC253675
Remote Similarity	0.6133	NPC314834
Remote Similarity	0.6132	NPC194040
Remote Similarity	0.6132	NPC478077
Remote Similarity	0.6132	NPC160381
Remote Similarity	0.6129	NPC472293
Remote Similarity	0.6123	NPC236668
Remote Similarity	0.6121	NPC324091
Remote Similarity	0.6119	NPC81535

Drug Structure

NPD5879 OpenBabel08211708292D 28 32 0 0 1 0 0 0 0 0999 V2000 -6.5384 -3.3880 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.3919 0.2848 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.8557 -1.8551 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.8694 -3.2127 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.0719 -1.2856 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.0856 -2.6433 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.4280 0.6700 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.5890 2.1233 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.2671 1.1545 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.4280 2.6078 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.1967 -0.2706 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.6272 -1.0545 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0480 1.0440 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.4816 -1.4098 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.7545 -2.8186 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.5890 1.1545 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.1868 -1.6798 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.2671 2.1233 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.9389 0.6633 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -0.8052 0.5850 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -3.4030 -1.1103 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.3408 -1.0980 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 -1.9120 -0.6260 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.9781 -0.3683 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 -4.1062 2.6078 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 -3.4029 -0.1415 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 -2.4815 0.1578 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1 15 1 0 0 0 0 2 27 1 0 0 0 0 3 5 1 0 0 0 0 3 15 2 0 0 0 0 4 6 2 0 0 0 0 4 15 1 0 0 0 0 5 17 2 0 0 0 0 6 17 1 0 0 0 0 7 9 1 0 0 0 0 7 16 2 0 0 0 0 8 10 2 0 0 0 0 8 16 1 0 0 0 0 9 18 2 0 0 0 0 10 18 1 0 0 0 0 11 12 1 0 0 0 0 12 22 1 0 0 0 0 13 19 1 0 0 0 0 13 20 1 0 0 0 0 14 21 1 0 0 0 0 14 23 2 0 0 0 0 17 21 1 0 0 0 0 18 25 1 0 0 0 0 19 11 1 1 0 0 0 19 27 1 0 0 0 0 20 16 1 1 0 0 0 20 24 1 0 0 0 0 21 26 2 0 0 0 0 22 24 1 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 26 28 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DCL000969
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	44295736
ChEBI
CAS Number

Drug Properties

Molecular Weight	392.17
ALogP	0.5861
MLogP	3.66
XLogP	7.579
HDA	1
HBD	0
Rotatable Bonds	6
TPSA	29.27
RO5 Violation	1