NPASS drugs

Drug Information

Drug ID:	NPD3932
Drug Name:
Molecular Formula:	C20H22ClN3O
Canonical SMILES:	CCN(Cc1ccc(cc1O)Nc1ccnc2c1ccc(c2)Cl)CC
Standard InCHI:	InChI=1S/C20H22ClN3O/c1-3-24(4-2)13-14-5-7-16(12-20(14)25)23-18-9-10-22-19-11-15(21)6-8-17(18)19/h5-12,25H,3-4,13H2,1-2H3,(H,22,23)
Standard InCHIKey:	QGFYFOHMBDMGBZ-UHFFFAOYSA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD3932

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	480
0.1-0.2	4493
0.2-0.3	8556
0.3-0.4	11289
0.4-0.5	3297
0.5-0.6	1602
0.6-0.7	1032
0.7-0.8	141
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	0.7849	NPC471178
Intermediate Similarity	0.7801	NPC96890
Intermediate Similarity	0.7794	NPC475070
Intermediate Similarity	0.7767	NPC477111
Intermediate Similarity	0.7755	NPC46580
Intermediate Similarity	0.775	NPC242209
Intermediate Similarity	0.7744	NPC94943
Intermediate Similarity	0.7742	NPC59779
Intermediate Similarity	0.7742	NPC124542
Intermediate Similarity	0.7742	NPC471177
Intermediate Similarity	0.7717	NPC476464
Intermediate Similarity	0.7692	NPC190007
Intermediate Similarity	0.767	NPC477113
Intermediate Similarity	0.765	NPC106937
Intermediate Similarity	0.7644	NPC474409
Intermediate Similarity	0.7641	NPC212535
Intermediate Similarity	0.7614	NPC171171
Intermediate Similarity	0.76	NPC324149
Intermediate Similarity	0.76	NPC99666
Intermediate Similarity	0.7594	NPC477110
Intermediate Similarity	0.7573	NPC200836
Intermediate Similarity	0.7545	NPC300114
Intermediate Similarity	0.7536	NPC285558
Intermediate Similarity	0.7513	NPC204717
Intermediate Similarity	0.7513	NPC97367
Intermediate Similarity	0.7512	NPC18348
Intermediate Similarity	0.7487	NPC72980
Intermediate Similarity	0.7475	NPC314002
Intermediate Similarity	0.7462	NPC220765
Intermediate Similarity	0.7451	NPC77555
Intermediate Similarity	0.7441	NPC5145
Intermediate Similarity	0.7436	NPC184964
Intermediate Similarity	0.7427	NPC121772
Intermediate Similarity	0.7407	NPC193267
Intermediate Similarity	0.7407	NPC213530
Intermediate Similarity	0.7404	NPC53144
Intermediate Similarity	0.7402	NPC472193
Intermediate Similarity	0.7389	NPC329541
Intermediate Similarity	0.7378	NPC177056
Intermediate Similarity	0.7366	NPC153042
Intermediate Similarity	0.7366	NPC243834
Intermediate Similarity	0.7366	NPC70956
Intermediate Similarity	0.7358	NPC11464
Intermediate Similarity	0.7358	NPC314940
Intermediate Similarity	0.7358	NPC473764
Intermediate Similarity	0.7353	NPC326634
Intermediate Similarity	0.7349	NPC183407
Intermediate Similarity	0.7343	NPC315957
Intermediate Similarity	0.7317	NPC13880
Intermediate Similarity	0.7315	NPC304926
Intermediate Similarity	0.7315	NPC476041
Intermediate Similarity	0.7308	NPC232727
Intermediate Similarity	0.7306	NPC162748
Intermediate Similarity	0.7302	NPC237740
Intermediate Similarity	0.7295	NPC476167
Intermediate Similarity	0.7286	NPC133306
Intermediate Similarity	0.7286	NPC470500
Intermediate Similarity	0.7285	NPC214980
Intermediate Similarity	0.7282	NPC259545
Intermediate Similarity	0.7277	NPC246700
Intermediate Similarity	0.7277	NPC167860
Intermediate Similarity	0.7277	NPC123976
Intermediate Similarity	0.7273	NPC291535
Intermediate Similarity	0.7273	NPC475112
Intermediate Similarity	0.7273	NPC475085
Intermediate Similarity	0.726	NPC310118
Intermediate Similarity	0.726	NPC329747
Intermediate Similarity	0.7246	NPC192315
Intermediate Similarity	0.7237	NPC477861
Intermediate Similarity	0.7222	NPC88363
Intermediate Similarity	0.7222	NPC232340
Intermediate Similarity	0.7213	NPC60553
Intermediate Similarity	0.7209	NPC128084
Intermediate Similarity	0.7209	NPC112206
Intermediate Similarity	0.7209	NPC202605
Intermediate Similarity	0.7196	NPC85273
Intermediate Similarity	0.7192	NPC32771
Intermediate Similarity	0.7189	NPC330009
Intermediate Similarity	0.7183	NPC475910
Intermediate Similarity	0.7178	NPC314573
Intermediate Similarity	0.7177	NPC249040
Intermediate Similarity	0.7163	NPC208284
Intermediate Similarity	0.7157	NPC95783
Intermediate Similarity	0.715	NPC159319
Intermediate Similarity	0.715	NPC473057
Intermediate Similarity	0.7143	NPC470549
Intermediate Similarity	0.7135	NPC25899
Intermediate Similarity	0.7135	NPC131718
Intermediate Similarity	0.7123	NPC173080
Intermediate Similarity	0.7123	NPC264285
Intermediate Similarity	0.7116	NPC309845
Intermediate Similarity	0.7115	NPC156704
Intermediate Similarity	0.711	NPC170114
Intermediate Similarity	0.7109	NPC211813
Intermediate Similarity	0.7108	NPC472289
Intermediate Similarity	0.7108	NPC128751
Intermediate Similarity	0.7107	NPC471294
Intermediate Similarity	0.7098	NPC110151
Intermediate Similarity	0.7097	NPC477610
Intermediate Similarity	0.7073	NPC469497
Intermediate Similarity	0.7073	NPC106833
Intermediate Similarity	0.707	NPC476116
Intermediate Similarity	0.707	NPC80596
Intermediate Similarity	0.707	NPC174672
Intermediate Similarity	0.7067	NPC70259
Intermediate Similarity	0.7062	NPC32028
Intermediate Similarity	0.7056	NPC193777
Intermediate Similarity	0.7056	NPC252590
Intermediate Similarity	0.7054	NPC103687
Intermediate Similarity	0.7054	NPC132631
Intermediate Similarity	0.7053	NPC307963
Intermediate Similarity	0.7051	NPC316981
Intermediate Similarity	0.705	NPC42979
Intermediate Similarity	0.7042	NPC36229
Intermediate Similarity	0.7042	NPC476581
Intermediate Similarity	0.7042	NPC16452
Intermediate Similarity	0.704	NPC130570
Intermediate Similarity	0.7039	NPC92111
Intermediate Similarity	0.7035	NPC150048
Intermediate Similarity	0.7035	NPC203754
Intermediate Similarity	0.7035	NPC224764
Intermediate Similarity	0.7034	NPC56271
Intermediate Similarity	0.7033	NPC474188
Intermediate Similarity	0.7031	NPC26850
Intermediate Similarity	0.7023	NPC470931
Intermediate Similarity	0.7022	NPC473185
Intermediate Similarity	0.7022	NPC6215
Intermediate Similarity	0.7019	NPC43787
Intermediate Similarity	0.7019	NPC205934
Intermediate Similarity	0.7018	NPC266931
Intermediate Similarity	0.7018	NPC162530
Intermediate Similarity	0.7015	NPC478032
Intermediate Similarity	0.7014	NPC176538
Intermediate Similarity	0.701	NPC47298
Intermediate Similarity	0.701	NPC315214
Intermediate Similarity	0.701	NPC48192
Intermediate Similarity	0.7009	NPC476106
Intermediate Similarity	0.7005	NPC164664
Intermediate Similarity	0.7	NPC184225
Intermediate Similarity	0.7	NPC72211
Intermediate Similarity	0.7	NPC469727
Remote Similarity	0.6995	NPC471312
Remote Similarity	0.699	NPC76748
Remote Similarity	0.699	NPC108469
Remote Similarity	0.6986	NPC194967
Remote Similarity	0.6986	NPC251090
Remote Similarity	0.698	NPC144114
Remote Similarity	0.6974	NPC102423
Remote Similarity	0.6972	NPC48353
Remote Similarity	0.6968	NPC477609
Remote Similarity	0.6955	NPC469928
Remote Similarity	0.6954	NPC63751
Remote Similarity	0.6951	NPC60621
Remote Similarity	0.6948	NPC470678
Remote Similarity	0.6946	NPC48938
Remote Similarity	0.6943	NPC129721
Remote Similarity	0.6942	NPC296527
Remote Similarity	0.6941	NPC469592
Remote Similarity	0.6941	NPC478074
Remote Similarity	0.6941	NPC471080
Remote Similarity	0.6935	NPC313791
Remote Similarity	0.6935	NPC208060
Remote Similarity	0.6934	NPC19872
Remote Similarity	0.6934	NPC315491
Remote Similarity	0.6934	NPC45459
Remote Similarity	0.6934	NPC213308
Remote Similarity	0.693	NPC476121
Remote Similarity	0.693	NPC476124
Remote Similarity	0.6927	NPC23294
Remote Similarity	0.6923	NPC177404
Remote Similarity	0.692	NPC16352
Remote Similarity	0.6919	NPC315348
Remote Similarity	0.6919	NPC306376
Remote Similarity	0.6919	NPC32002
Remote Similarity	0.6916	NPC477607
Remote Similarity	0.6916	NPC477608
Remote Similarity	0.6916	NPC475774
Remote Similarity	0.6915	NPC283152
Remote Similarity	0.6912	NPC174758
Remote Similarity	0.6912	NPC62069
Remote Similarity	0.6912	NPC84478
Remote Similarity	0.6907	NPC84508
Remote Similarity	0.6905	NPC222018
Remote Similarity	0.6903	NPC60006
Remote Similarity	0.6903	NPC2497
Remote Similarity	0.6903	NPC24370
Remote Similarity	0.6903	NPC319232
Remote Similarity	0.6902	NPC251722
Remote Similarity	0.6902	NPC314102
Remote Similarity	0.6901	NPC476044
Remote Similarity	0.6901	NPC31930
Remote Similarity	0.6901	NPC267423
Remote Similarity	0.69	NPC329688
Remote Similarity	0.69	NPC189812
Remote Similarity	0.6898	NPC183777
Remote Similarity	0.6895	NPC294620
Remote Similarity	0.6887	NPC287437
Remote Similarity	0.6884	NPC264166
Remote Similarity	0.6884	NPC274291
Remote Similarity	0.6884	NPC165349

Drug Structure

NPD3932 OpenBabel08211704332D 27 29 0 0 0 0 0 0 0 0999 V2000 7.7942 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.1962 -3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.9282 -2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.1962 -2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.1962 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 4.3301 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 0.8660 1.5000 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 3.4641 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.0622 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.1962 -0.0000 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 3.4641 1.0000 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 0.8660 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.3301 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 -3.0000 0.0000 Cl 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 2.5981 1.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 6.0622 -1.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 4.3301 -1.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 2.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 -2.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 3 1 0 0 0 0 2 4 1 0 0 0 0 3 24 1 0 0 0 0 4 24 1 0 0 0 0 5 7 2 0 0 0 0 5 14 1 0 0 0 0 6 8 2 0 0 0 0 6 15 1 0 0 0 0 7 16 1 0 0 0 0 8 17 1 0 0 0 0 9 10 2 0 0 0 0 9 18 1 0 0 0 0 10 22 1 0 0 0 0 11 15 2 0 0 0 0 11 19 1 0 0 0 0 12 16 2 0 0 0 0 12 20 1 0 0 0 0 13 14 1 0 0 0 0 13 24 1 0 0 0 0 14 20 2 0 0 0 0 15 21 1 0 0 0 0 16 23 1 0 0 0 0 17 18 2 0 0 0 0 17 19 1 0 0 0 0 18 23 1 0 0 0 0 19 22 2 0 0 0 0 20 25 1 0 0 0 0 23 26 1 0 0 0 0 25 27 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DNC008784
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	2166
ChEBI
CAS Number

Drug Properties

Molecular Weight	355.15
ALogP	0.5938
MLogP	3.11
XLogP	4.03
HDA	3
HBD	2
Rotatable Bonds	10
TPSA	48.39
RO5 Violation	0