NPASS drugs

Drug Information

Drug ID:	NPD1717
Drug Name:
Molecular Formula:	C15H20ClN3O2
Canonical SMILES:	COc1cc(N)c(cc1C(=NC1CN2CCC1CC2)O)Cl
Standard InCHI:	InChI=1S/C15H20ClN3O2/c1-21-14-7-12(17)11(16)6-10(14)15(20)18-13-8-19-4-2-9(13)3-5-19/h6-7,9,13H,2-5,8,17H2,1H3,(H,18,20)
Standard InCHIKey:	FEROPKNOYKURCJ-UHFFFAOYSA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD1717

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	264
0.1-0.2	2522
0.2-0.3	10044
0.3-0.4	3626
0.4-0.5	11669
0.5-0.6	2546
0.6-0.7	218
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	0.7047	NPC28510
Remote Similarity	0.6979	NPC232872
Remote Similarity	0.6774	NPC208280
Remote Similarity	0.6722	NPC219383
Remote Similarity	0.6618	NPC475910
Remote Similarity	0.6543	NPC238430
Remote Similarity	0.654	NPC471080
Remote Similarity	0.654	NPC469592
Remote Similarity	0.6526	NPC310894
Remote Similarity	0.651	NPC168153
Remote Similarity	0.6482	NPC174629
Remote Similarity	0.6432	NPC217294
Remote Similarity	0.6429	NPC469589
Remote Similarity	0.6429	NPC168250
Remote Similarity	0.6425	NPC473432
Remote Similarity	0.6419	NPC469594
Remote Similarity	0.6418	NPC204970
Remote Similarity	0.6402	NPC152768
Remote Similarity	0.6402	NPC148183
Remote Similarity	0.6392	NPC127082
Remote Similarity	0.6386	NPC203972
Remote Similarity	0.6364	NPC472111
Remote Similarity	0.6364	NPC473007
Remote Similarity	0.6359	NPC329747
Remote Similarity	0.635	NPC295287
Remote Similarity	0.6345	NPC98197
Remote Similarity	0.6327	NPC70092
Remote Similarity	0.6321	NPC225381
Remote Similarity	0.6318	NPC474059
Remote Similarity	0.6313	NPC62069
Remote Similarity	0.6308	NPC9475
Remote Similarity	0.6308	NPC283152
Remote Similarity	0.6296	NPC72291
Remote Similarity	0.6296	NPC177404
Remote Similarity	0.6293	NPC243834
Remote Similarity	0.6293	NPC70956
Remote Similarity	0.6284	NPC274268
Remote Similarity	0.6277	NPC29647
Remote Similarity	0.6269	NPC477186
Remote Similarity	0.6268	NPC473460
Remote Similarity	0.6256	NPC288943
Remote Similarity	0.6244	NPC283999
Remote Similarity	0.6243	NPC79328
Remote Similarity	0.6238	NPC473422
Remote Similarity	0.6238	NPC473008
Remote Similarity	0.6237	NPC66573
Remote Similarity	0.6233	NPC478074
Remote Similarity	0.6214	NPC272706
Remote Similarity	0.6211	NPC289776
Remote Similarity	0.6211	NPC133470
Remote Similarity	0.6211	NPC191863
Remote Similarity	0.6202	NPC329793
Remote Similarity	0.6202	NPC315957
Remote Similarity	0.62	NPC474498
Remote Similarity	0.6198	NPC19555
Remote Similarity	0.619	NPC291359
Remote Similarity	0.6183	NPC184161
Remote Similarity	0.6181	NPC272375
Remote Similarity	0.618	NPC166667
Remote Similarity	0.6173	NPC226914
Remote Similarity	0.617	NPC10730
Remote Similarity	0.617	NPC10875
Remote Similarity	0.617	NPC315257
Remote Similarity	0.6164	NPC108826
Remote Similarity	0.6164	NPC193267
Remote Similarity	0.6164	NPC213530
Remote Similarity	0.615	NPC26872
Remote Similarity	0.615	NPC470931
Remote Similarity	0.6147	NPC305984
Remote Similarity	0.6146	NPC471178
Remote Similarity	0.6146	NPC289786
Remote Similarity	0.6143	NPC475112
Remote Similarity	0.6143	NPC311357
Remote Similarity	0.6143	NPC474077
Remote Similarity	0.6143	NPC291535
Remote Similarity	0.6143	NPC475085
Remote Similarity	0.6139	NPC66083
Remote Similarity	0.6139	NPC469830
Remote Similarity	0.6138	NPC193949
Remote Similarity	0.6138	NPC127674
Remote Similarity	0.6138	NPC184026
Remote Similarity	0.6138	NPC249797
Remote Similarity	0.6138	NPC295691
Remote Similarity	0.6138	NPC276588
Remote Similarity	0.6138	NPC5238
Remote Similarity	0.6138	NPC189266
Remote Similarity	0.6138	NPC278799
Remote Similarity	0.6138	NPC2413
Remote Similarity	0.6138	NPC172765
Remote Similarity	0.6138	NPC207757
Remote Similarity	0.6138	NPC204828
Remote Similarity	0.6138	NPC39701
Remote Similarity	0.6138	NPC54379
Remote Similarity	0.6138	NPC469817
Remote Similarity	0.6138	NPC110416
Remote Similarity	0.6131	NPC43275
Remote Similarity	0.6131	NPC161887
Remote Similarity	0.613	NPC49583
Remote Similarity	0.6129	NPC189661
Remote Similarity	0.6127	NPC469390
Remote Similarity	0.6126	NPC59779
Remote Similarity	0.6126	NPC124542
Remote Similarity	0.6126	NPC216816
Remote Similarity	0.6126	NPC471177
Remote Similarity	0.6124	NPC249040
Remote Similarity	0.6119	NPC42591
Remote Similarity	0.6111	NPC264176
Remote Similarity	0.6109	NPC310118
Remote Similarity	0.6108	NPC476151
Remote Similarity	0.6105	NPC84508
Remote Similarity	0.61	NPC133306
Remote Similarity	0.6099	NPC166655
Remote Similarity	0.6098	NPC141915
Remote Similarity	0.6098	NPC114335
Remote Similarity	0.6098	NPC114039
Remote Similarity	0.6098	NPC206109
Remote Similarity	0.6098	NPC280964
Remote Similarity	0.6095	NPC232600
Remote Similarity	0.6089	NPC276674
Remote Similarity	0.6089	NPC61350
Remote Similarity	0.6089	NPC33902
Remote Similarity	0.6087	NPC9373
Remote Similarity	0.6085	NPC2295
Remote Similarity	0.6085	NPC477564
Remote Similarity	0.6082	NPC121275
Remote Similarity	0.6082	NPC24465
Remote Similarity	0.6082	NPC284183
Remote Similarity	0.6082	NPC4138
Remote Similarity	0.6082	NPC209377
Remote Similarity	0.6081	NPC280272
Remote Similarity	0.608	NPC476685
Remote Similarity	0.608	NPC476687
Remote Similarity	0.608	NPC476689
Remote Similarity	0.6077	NPC189724
Remote Similarity	0.6077	NPC83289
Remote Similarity	0.6077	NPC212850
Remote Similarity	0.6075	NPC317709
Remote Similarity	0.6075	NPC7467
Remote Similarity	0.6075	NPC329329
Remote Similarity	0.6073	NPC306366
Remote Similarity	0.607	NPC84478
Remote Similarity	0.607	NPC230276
Remote Similarity	0.6063	NPC128115
Remote Similarity	0.6062	NPC204179
Remote Similarity	0.6059	NPC21425
Remote Similarity	0.6058	NPC224928
Remote Similarity	0.6058	NPC472191
Remote Similarity	0.6056	NPC476106
Remote Similarity	0.6054	NPC245974
Remote Similarity	0.6053	NPC26850
Remote Similarity	0.6053	NPC469428
Remote Similarity	0.6051	NPC193853
Remote Similarity	0.6051	NPC151030
Remote Similarity	0.6051	NPC264850
Remote Similarity	0.6051	NPC56887
Remote Similarity	0.6051	NPC269383
Remote Similarity	0.6051	NPC223077
Remote Similarity	0.6051	NPC195392
Remote Similarity	0.6051	NPC477888
Remote Similarity	0.6051	NPC257354
Remote Similarity	0.6051	NPC13916
Remote Similarity	0.6043	NPC60538
Remote Similarity	0.6043	NPC207824
Remote Similarity	0.6043	NPC477565
Remote Similarity	0.6043	NPC103379
Remote Similarity	0.6042	NPC221864
Remote Similarity	0.6042	NPC85651
Remote Similarity	0.6039	NPC230313
Remote Similarity	0.6037	NPC202605
Remote Similarity	0.6037	NPC112206
Remote Similarity	0.6033	NPC294249
Remote Similarity	0.6033	NPC247298
Remote Similarity	0.6029	NPC72211
Remote Similarity	0.6029	NPC320088
Remote Similarity	0.6028	NPC193777
Remote Similarity	0.6027	NPC21638
Remote Similarity	0.6022	NPC106295
Remote Similarity	0.6022	NPC476144
Remote Similarity	0.6022	NPC16107
Remote Similarity	0.6022	NPC51957
Remote Similarity	0.6022	NPC210437
Remote Similarity	0.602	NPC40496
Remote Similarity	0.602	NPC119068
Remote Similarity	0.6019	NPC223236
Remote Similarity	0.6019	NPC167860
Remote Similarity	0.6019	NPC472330
Remote Similarity	0.6019	NPC259350
Remote Similarity	0.6019	NPC472329
Remote Similarity	0.6019	NPC123976
Remote Similarity	0.6019	NPC232727
Remote Similarity	0.6019	NPC476651
Remote Similarity	0.6012	NPC325013
Remote Similarity	0.6011	NPC220858
Remote Similarity	0.6011	NPC97221
Remote Similarity	0.6011	NPC184437
Remote Similarity	0.6011	NPC151895
Remote Similarity	0.6011	NPC192768
Remote Similarity	0.6011	NPC88249
Remote Similarity	0.601	NPC119649
Remote Similarity	0.601	NPC303214

Drug Structure

NPD1717 OpenBabel08211701082D 24 26 0 0 1 0 0 0 0 0999 V2000 -0.0000 -2.9620 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.3836 0.3177 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.0584 -0.5109 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.8836 -0.5484 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5034 -1.2817 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7101 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 -0.9873 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.3836 -1.4144 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.3836 0.3177 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 1.7101 -0.9873 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8550 0.4937 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 -1.8836 -0.5484 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 0.8550 -1.4810 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5651 -1.4810 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8550 1.4810 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 -0.8550 0.4937 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 2.5651 -2.4683 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -3.3836 -1.4144 0.0000 N 0 0 3 0 0 0 0 0 0 0 0 0 3.4202 -0.9873 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.8550 -2.4683 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.8550 1.4810 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.7101 -0.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 3.4202 0.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 21 1 0 0 0 0 2 4 1 0 0 0 0 2 9 1 0 0 0 0 3 5 1 0 0 0 0 3 9 1 0 0 0 0 4 19 1 0 0 0 0 5 19 1 0 0 0 0 6 10 1 0 0 0 0 6 11 2 0 0 0 0 7 12 2 0 0 0 0 7 14 1 0 0 0 0 8 13 1 0 0 0 0 8 19 1 0 0 0 0 9 13 1 0 0 0 0 10 14 2 0 0 0 0 10 15 1 0 0 0 0 11 12 1 0 0 0 0 11 16 1 0 0 0 0 12 17 1 0 0 0 0 13 18 1 0 0 0 0 14 21 1 0 0 0 0 15 18 2 3 0 0 0 15 20 1 0 0 0 0 17 22 1 0 0 0 0 17 23 1 0 0 0 0 20 24 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DNC003562
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	108182
ChEBI
CAS Number

Drug Properties

Molecular Weight	309.12
ALogP	-1.1356
MLogP	2.45
XLogP	1.347
HDA	4
HBD	2
Rotatable Bonds	7
TPSA	71.08
RO5 Violation	0