NPASS drugs

Drug Information

Drug ID:	NPD4113
Drug Name:	E-3620
Molecular Formula:	C20H26ClN3O2
Canonical SMILES:	CC#C[C@@H](Oc1cc(N)c(cc1C(=NC1CC2CCC(C1)N2C)O)Cl)C
Standard InCHI:	InChI=1S/C20H26ClN3O2/c1-4-5-12(2)26-19-11-18(22)17(21)10-16(19)20(25)23-13-8-14-6-7-15(9-13)24(14)3/h10-15H,6-9,22H2,1-3H3,(H,23,25)/t12-,13?,14?,15?/m0/s1
Standard InCHIKey:	RPFBSCLXMNVMRP-NAOUJUTFSA-N
Max Developmental Stage:	Discontinued
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD4113

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	242
0.1-0.2	2088
0.2-0.3	10376
0.3-0.4	3240
0.4-0.5	11968
0.5-0.6	2834
0.6-0.7	141
0.7-0.8	1
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	0.7077	NPC232872
Remote Similarity	0.6716	NPC28510
Remote Similarity	0.6559	NPC219383
Remote Similarity	0.6557	NPC475910
Remote Similarity	0.6528	NPC208280
Remote Similarity	0.6497	NPC283152
Remote Similarity	0.6477	NPC238430
Remote Similarity	0.6468	NPC473007
Remote Similarity	0.6462	NPC310894
Remote Similarity	0.6462	NPC476106
Remote Similarity	0.6455	NPC315257
Remote Similarity	0.6447	NPC168153
Remote Similarity	0.6432	NPC70092
Remote Similarity	0.6432	NPC283999
Remote Similarity	0.6422	NPC174629
Remote Similarity	0.6406	NPC471080
Remote Similarity	0.6406	NPC469592
Remote Similarity	0.6398	NPC291535
Remote Similarity	0.6398	NPC475085
Remote Similarity	0.6398	NPC475112
Remote Similarity	0.6394	NPC70956
Remote Similarity	0.6394	NPC243834
Remote Similarity	0.6392	NPC19555
Remote Similarity	0.6381	NPC329747
Remote Similarity	0.6376	NPC189661
Remote Similarity	0.6373	NPC217294
Remote Similarity	0.6372	NPC168250
Remote Similarity	0.6359	NPC204970
Remote Similarity	0.6341	NPC474059
Remote Similarity	0.6341	NPC473008
Remote Similarity	0.6335	NPC108826
Remote Similarity	0.6316	NPC472191
Remote Similarity	0.6306	NPC274268
Remote Similarity	0.6296	NPC469589
Remote Similarity	0.6293	NPC49583
Remote Similarity	0.6293	NPC295287
Remote Similarity	0.629	NPC469594
Remote Similarity	0.6287	NPC98197
Remote Similarity	0.6286	NPC72211
Remote Similarity	0.6284	NPC212850
Remote Similarity	0.6284	NPC83289
Remote Similarity	0.6284	NPC189724
Remote Similarity	0.6274	NPC232600
Remote Similarity	0.6263	NPC225381
Remote Similarity	0.6256	NPC478074
Remote Similarity	0.625	NPC127082
Remote Similarity	0.625	NPC470931
Remote Similarity	0.6244	NPC469830
Remote Similarity	0.6237	NPC72291
Remote Similarity	0.6233	NPC472111
Remote Similarity	0.62	NPC473432
Remote Similarity	0.62	NPC288943
Remote Similarity	0.6195	NPC166655
Remote Similarity	0.619	NPC70259
Remote Similarity	0.6176	NPC62069
Remote Similarity	0.6173	NPC254700
Remote Similarity	0.6173	NPC70172
Remote Similarity	0.6173	NPC204179
Remote Similarity	0.6172	NPC289786
Remote Similarity	0.6172	NPC279401
Remote Similarity	0.6172	NPC79293
Remote Similarity	0.617	NPC245974
Remote Similarity	0.6169	NPC9475
Remote Similarity	0.6168	NPC52801
Remote Similarity	0.6167	NPC471953
Remote Similarity	0.6167	NPC274732
Remote Similarity	0.6166	NPC469428
Remote Similarity	0.6161	NPC272706
Remote Similarity	0.6161	NPC128115
Remote Similarity	0.6154	NPC469390
Remote Similarity	0.615	NPC247298
Remote Similarity	0.6146	NPC474498
Remote Similarity	0.6143	NPC230313
Remote Similarity	0.6143	NPC43787
Remote Similarity	0.6143	NPC205934
Remote Similarity	0.614	NPC162484
Remote Similarity	0.614	NPC473460
Remote Similarity	0.6136	NPC48353
Remote Similarity	0.6135	NPC477186
Remote Similarity	0.6134	NPC291359
Remote Similarity	0.6133	NPC329830
Remote Similarity	0.613	NPC300114
Remote Similarity	0.6129	NPC193777
Remote Similarity	0.6129	NPC198160
Remote Similarity	0.6126	NPC152768
Remote Similarity	0.6126	NPC184161
Remote Similarity	0.6126	NPC148183
Remote Similarity	0.6114	NPC10875
Remote Similarity	0.6114	NPC303214
Remote Similarity	0.6114	NPC194967
Remote Similarity	0.6114	NPC10730
Remote Similarity	0.6111	NPC473422
Remote Similarity	0.6111	NPC87714
Remote Similarity	0.6106	NPC283207
Remote Similarity	0.6103	NPC306366
Remote Similarity	0.6098	NPC84478
Remote Similarity	0.6093	NPC311357
Remote Similarity	0.6087	NPC66083
Remote Similarity	0.608	NPC269383
Remote Similarity	0.608	NPC151030
Remote Similarity	0.6077	NPC247018
Remote Similarity	0.6077	NPC97870
Remote Similarity	0.6077	NPC307123
Remote Similarity	0.6077	NPC22476
Remote Similarity	0.6075	NPC329793
Remote Similarity	0.6071	NPC177404
Remote Similarity	0.6068	NPC177056
Remote Similarity	0.6066	NPC243626
Remote Similarity	0.6062	NPC477532
Remote Similarity	0.6056	NPC100863
Remote Similarity	0.6051	NPC29647
Remote Similarity	0.6049	NPC272375
Remote Similarity	0.6048	NPC473004
Remote Similarity	0.6047	NPC267423
Remote Similarity	0.6047	NPC476044
Remote Similarity	0.6045	NPC269449
Remote Similarity	0.6045	NPC476651
Remote Similarity	0.6045	NPC325013
Remote Similarity	0.6044	NPC37957
Remote Similarity	0.6039	NPC61350
Remote Similarity	0.6037	NPC14339
Remote Similarity	0.6027	NPC317709
Remote Similarity	0.6027	NPC329329
Remote Similarity	0.602	NPC79328
Remote Similarity	0.6019	NPC203972
Remote Similarity	0.6011	NPC136112
Remote Similarity	0.6011	NPC472103
Remote Similarity	0.6011	NPC141739
Remote Similarity	0.6009	NPC314817
Remote Similarity	0.6009	NPC66191
Remote Similarity	0.6009	NPC473105
Remote Similarity	0.6009	NPC316297
Remote Similarity	0.6009	NPC161804
Remote Similarity	0.6	NPC67904
Remote Similarity	0.6	NPC473185
Remote Similarity	0.6	NPC475411
Remote Similarity	0.6	NPC127178
Remote Similarity	0.6	NPC209769
Remote Similarity	0.6	NPC203628
Remote Similarity	0.6	NPC477160
Remote Similarity	0.6	NPC473041
Remote Similarity	0.6	NPC11017
Remote Similarity	0.5991	NPC131017
Remote Similarity	0.5991	NPC128476
Remote Similarity	0.5991	NPC116178
Remote Similarity	0.5991	NPC310118
Remote Similarity	0.5979	NPC473874
Remote Similarity	0.5977	NPC43275
Remote Similarity	0.5973	NPC11464
Remote Similarity	0.5972	NPC214368
Remote Similarity	0.5972	NPC472330
Remote Similarity	0.5972	NPC472329
Remote Similarity	0.5969	NPC147091
Remote Similarity	0.5964	NPC321166
Remote Similarity	0.5964	NPC217903
Remote Similarity	0.5963	NPC285558
Remote Similarity	0.5963	NPC470484
Remote Similarity	0.5962	NPC13880
Remote Similarity	0.5959	NPC47672
Remote Similarity	0.5951	NPC271958
Remote Similarity	0.5951	NPC263507
Remote Similarity	0.5951	NPC134413
Remote Similarity	0.5951	NPC45112
Remote Similarity	0.5947	NPC477533
Remote Similarity	0.5946	NPC166667
Remote Similarity	0.5945	NPC474077
Remote Similarity	0.5943	NPC263835
Remote Similarity	0.5941	NPC49315
Remote Similarity	0.5936	NPC477837
Remote Similarity	0.5936	NPC477838
Remote Similarity	0.5936	NPC314113
Remote Similarity	0.5935	NPC314948
Remote Similarity	0.5931	NPC228040
Remote Similarity	0.5931	NPC110151
Remote Similarity	0.5929	NPC303658
Remote Similarity	0.5928	NPC201697
Remote Similarity	0.5928	NPC26872
Remote Similarity	0.5926	NPC121772
Remote Similarity	0.5922	NPC29477
Remote Similarity	0.592	NPC477888
Remote Similarity	0.592	NPC195392
Remote Similarity	0.592	NPC124657
Remote Similarity	0.592	NPC257354
Remote Similarity	0.5919	NPC127996
Remote Similarity	0.5919	NPC264176
Remote Similarity	0.5919	NPC203168
Remote Similarity	0.5917	NPC159101
Remote Similarity	0.5917	NPC226914
Remote Similarity	0.5915	NPC322424
Remote Similarity	0.5915	NPC85381
Remote Similarity	0.5913	NPC94943
Remote Similarity	0.5913	NPC42591
Remote Similarity	0.5913	NPC19175
Remote Similarity	0.5911	NPC470002
Remote Similarity	0.5911	NPC470001
Remote Similarity	0.5909	NPC230942
Remote Similarity	0.5909	NPC315498
Remote Similarity	0.5909	NPC478075
Remote Similarity	0.5905	NPC252251
Remote Similarity	0.5905	NPC110741

Drug Structure

NPD4113 OpenBabel08211704332D 29 31 0 0 1 0 0 0 0 0999 V2000 2.5644 1.4806 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 3.9481 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.3362 3.6881 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7096 1.9741 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8548 2.4676 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.3362 2.8220 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.5862 3.2551 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.8362 1.0900 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.3362 1.9560 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7096 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 0.9870 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 2.9611 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -0.8362 1.0900 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 -2.3362 1.9560 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 -0.8362 2.8220 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 -1.7096 0.9870 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8548 -0.4935 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8548 1.4806 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5644 1.4806 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8548 -1.4806 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 0.8548 -0.4935 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -2.5644 2.4676 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -1.8362 2.8220 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -3.4192 0.9870 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.8548 2.4676 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.8548 -1.4806 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1.7096 -0.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.4192 -0.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 4 1 0 0 0 0 3 24 1 0 0 0 0 4 5 3 0 0 0 0 5 12 1 0 0 0 0 6 7 1 0 0 0 0 6 14 1 0 0 0 0 7 15 1 0 0 0 0 8 13 1 0 0 0 0 8 14 1 0 0 0 0 9 13 1 0 0 0 0 9 15 1 0 0 0 0 10 16 1 0 0 0 0 10 17 2 0 0 0 0 11 18 2 0 0 0 0 11 19 1 0 0 0 0 12 2 1 1 0 0 0 12 26 1 0 0 0 0 13 23 1 0 0 0 0 14 24 1 0 0 0 0 15 24 1 0 0 0 0 16 19 2 0 0 0 0 16 20 1 0 0 0 0 17 18 1 0 0 0 0 17 21 1 0 0 0 0 18 22 1 0 0 0 0 19 26 1 0 0 0 0 20 23 2 3 0 0 0 20 25 1 0 0 0 0 22 27 1 0 0 0 0 22 28 1 0 0 0 0 25 29 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB005001
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	375.17
ALogP	-0.3078
MLogP	3
XLogP	3.298
HDA	4
HBD	2
Rotatable Bonds	9
TPSA	71.08
RO5 Violation	0