NPASS drugs

Drug Information

Drug ID:	NPD1381
Drug Name:
Molecular Formula:	C14H20ClN3O3
Canonical SMILES:	COC1CNCCC1N=C(c1cc(Cl)c(cc1OC)N)O
Standard InCHI:	InChI=1S/C14H20ClN3O3/c1-20-12-6-10(16)9(15)5-8(12)14(19)18-11-3-4-17-7-13(11)21-2/h5-6,11,13,17H,3-4,7,16H2,1-2H3,(H,18,19)
Standard InCHIKey:	OMLDMGPCWMBPAN-UHFFFAOYSA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD1381

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	237
0.1-0.2	2593
0.2-0.3	9925
0.3-0.4	3947
0.4-0.5	11441
0.5-0.6	2577
0.6-0.7	169
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	0.7083	NPC232872
Remote Similarity	0.674	NPC219383
Remote Similarity	0.6649	NPC238430
Remote Similarity	0.6633	NPC28510
Remote Similarity	0.6632	NPC310894
Remote Similarity	0.6615	NPC168153
Remote Similarity	0.6614	NPC208280
Remote Similarity	0.6533	NPC295287
Remote Similarity	0.6528	NPC473432
Remote Similarity	0.651	NPC225381
Remote Similarity	0.6479	NPC471080
Remote Similarity	0.6479	NPC469592
Remote Similarity	0.6452	NPC274268
Remote Similarity	0.6429	NPC70092
Remote Similarity	0.6425	NPC472329
Remote Similarity	0.6425	NPC472330
Remote Similarity	0.6418	NPC474059
Remote Similarity	0.6409	NPC166655
Remote Similarity	0.6402	NPC72291
Remote Similarity	0.6398	NPC475910
Remote Similarity	0.6364	NPC315257
Remote Similarity	0.6359	NPC469594
Remote Similarity	0.6343	NPC97870
Remote Similarity	0.6343	NPC307123
Remote Similarity	0.6343	NPC247018
Remote Similarity	0.6332	NPC62069
Remote Similarity	0.6327	NPC283152
Remote Similarity	0.6318	NPC469830
Remote Similarity	0.6311	NPC70956
Remote Similarity	0.6311	NPC243834
Remote Similarity	0.6302	NPC19555
Remote Similarity	0.63	NPC42591
Remote Similarity	0.6296	NPC291359
Remote Similarity	0.6296	NPC29647
Remote Similarity	0.6291	NPC469589
Remote Similarity	0.629	NPC184161
Remote Similarity	0.6287	NPC217294
Remote Similarity	0.6279	NPC136112
Remote Similarity	0.6279	NPC141739
Remote Similarity	0.6278	NPC212850
Remote Similarity	0.6278	NPC189724
Remote Similarity	0.6278	NPC83289
Remote Similarity	0.6277	NPC10730
Remote Similarity	0.6277	NPC10875
Remote Similarity	0.6268	NPC214368
Remote Similarity	0.6263	NPC79328
Remote Similarity	0.6263	NPC306366
Remote Similarity	0.6263	NPC283999
Remote Similarity	0.6256	NPC174629
Remote Similarity	0.625	NPC204179
Remote Similarity	0.6244	NPC9475
Remote Similarity	0.623	NPC177404
Remote Similarity	0.623	NPC294249
Remote Similarity	0.6221	NPC189661
Remote Similarity	0.622	NPC315957
Remote Similarity	0.622	NPC329747
Remote Similarity	0.6219	NPC473007
Remote Similarity	0.6219	NPC474498
Remote Similarity	0.6211	NPC160931
Remote Similarity	0.6211	NPC37205
Remote Similarity	0.62	NPC98197
Remote Similarity	0.6197	NPC194699
Remote Similarity	0.6197	NPC219350
Remote Similarity	0.6195	NPC204970
Remote Similarity	0.619	NPC2295
Remote Similarity	0.619	NPC477564
Remote Similarity	0.6175	NPC478074
Remote Similarity	0.6167	NPC253429
Remote Similarity	0.6162	NPC245974
Remote Similarity	0.6158	NPC469428
Remote Similarity	0.6158	NPC274732
Remote Similarity	0.6158	NPC471953
Remote Similarity	0.6154	NPC269383
Remote Similarity	0.6154	NPC151030
Remote Similarity	0.6154	NPC195392
Remote Similarity	0.6154	NPC314948
Remote Similarity	0.6154	NPC477888
Remote Similarity	0.615	NPC476106
Remote Similarity	0.615	NPC60538
Remote Similarity	0.615	NPC207824
Remote Similarity	0.6141	NPC247298
Remote Similarity	0.614	NPC168250
Remote Similarity	0.614	NPC477160
Remote Similarity	0.6135	NPC230313
Remote Similarity	0.6133	NPC473185
Remote Similarity	0.6132	NPC473460
Remote Similarity	0.6127	NPC325013
Remote Similarity	0.6121	NPC193777
Remote Similarity	0.6119	NPC272375
Remote Similarity	0.6114	NPC232600
Remote Similarity	0.6111	NPC166667
Remote Similarity	0.6111	NPC288943
Remote Similarity	0.6111	NPC194724
Remote Similarity	0.6106	NPC13880
Remote Similarity	0.6103	NPC209377
Remote Similarity	0.6103	NPC473422
Remote Similarity	0.6102	NPC313466
Remote Similarity	0.6102	NPC476689
Remote Similarity	0.6102	NPC476687
Remote Similarity	0.6102	NPC476685
Remote Similarity	0.6099	NPC477838
Remote Similarity	0.6099	NPC477837
Remote Similarity	0.6099	NPC314113
Remote Similarity	0.6098	NPC473008
Remote Similarity	0.6098	NPC226914
Remote Similarity	0.6092	NPC29477
Remote Similarity	0.6092	NPC320242
Remote Similarity	0.6089	NPC84478
Remote Similarity	0.6089	NPC320394
Remote Similarity	0.6087	NPC328763
Remote Similarity	0.6087	NPC472103
Remote Similarity	0.6085	NPC291535
Remote Similarity	0.6085	NPC475112
Remote Similarity	0.6085	NPC277669
Remote Similarity	0.6085	NPC475085
Remote Similarity	0.6085	NPC76213
Remote Similarity	0.6085	NPC26872
Remote Similarity	0.6083	NPC277306
Remote Similarity	0.6083	NPC469442
Remote Similarity	0.6078	NPC49583
Remote Similarity	0.6078	NPC66083
Remote Similarity	0.6077	NPC472191
Remote Similarity	0.6077	NPC272706
Remote Similarity	0.6077	NPC478049
Remote Similarity	0.6071	NPC193853
Remote Similarity	0.6071	NPC257354
Remote Similarity	0.6071	NPC56887
Remote Similarity	0.6071	NPC223077
Remote Similarity	0.6068	NPC469390
Remote Similarity	0.6066	NPC121772
Remote Similarity	0.6066	NPC204546
Remote Similarity	0.6059	NPC43275
Remote Similarity	0.6058	NPC243626
Remote Similarity	0.6058	NPC131017
Remote Similarity	0.6054	NPC473874
Remote Similarity	0.6053	NPC300114
Remote Similarity	0.6045	NPC148183
Remote Similarity	0.6045	NPC152768
Remote Similarity	0.6039	NPC223236
Remote Similarity	0.6039	NPC259350
Remote Similarity	0.6037	NPC11464
Remote Similarity	0.6036	NPC473179
Remote Similarity	0.6029	NPC194967
Remote Similarity	0.6027	NPC162530
Remote Similarity	0.6027	NPC25539
Remote Similarity	0.6023	NPC17388
Remote Similarity	0.6023	NPC471308
Remote Similarity	0.6023	NPC160120
Remote Similarity	0.6023	NPC53596
Remote Similarity	0.6023	NPC289330
Remote Similarity	0.602	NPC134413
Remote Similarity	0.602	NPC271958
Remote Similarity	0.602	NPC45112
Remote Similarity	0.602	NPC263507
Remote Similarity	0.6019	NPC128823
Remote Similarity	0.6012	NPC471314
Remote Similarity	0.6012	NPC471315
Remote Similarity	0.601	NPC476565
Remote Similarity	0.601	NPC231862
Remote Similarity	0.601	NPC289786
Remote Similarity	0.601	NPC79293
Remote Similarity	0.601	NPC279401
Remote Similarity	0.601	NPC203972
Remote Similarity	0.601	NPC49315
Remote Similarity	0.6009	NPC311357
Remote Similarity	0.6	NPC224928
Remote Similarity	0.6	NPC472111
Remote Similarity	0.6	NPC70172
Remote Similarity	0.6	NPC127082
Remote Similarity	0.6	NPC5932
Remote Similarity	0.5991	NPC329793
Remote Similarity	0.5991	NPC177056
Remote Similarity	0.599	NPC476573
Remote Similarity	0.599	NPC35627
Remote Similarity	0.599	NPC161887
Remote Similarity	0.599	NPC81247
Remote Similarity	0.5989	NPC471306
Remote Similarity	0.5989	NPC318591
Remote Similarity	0.5989	NPC471321
Remote Similarity	0.5989	NPC231163
Remote Similarity	0.5988	NPC264782
Remote Similarity	0.5982	NPC310118
Remote Similarity	0.5982	NPC316981
Remote Similarity	0.5978	NPC208757
Remote Similarity	0.5977	NPC211218
Remote Similarity	0.5977	NPC217277
Remote Similarity	0.5973	NPC19175
Remote Similarity	0.5972	NPC72211
Remote Similarity	0.5972	NPC478075
Remote Similarity	0.5972	NPC323662
Remote Similarity	0.5972	NPC100863
Remote Similarity	0.5971	NPC110741
Remote Similarity	0.5971	NPC477186
Remote Similarity	0.5967	NPC159589
Remote Similarity	0.5964	NPC108826
Remote Similarity	0.5963	NPC269449
Remote Similarity	0.5962	NPC280964
Remote Similarity	0.5962	NPC114335
Remote Similarity	0.5962	NPC141915
Remote Similarity	0.5961	NPC469831

Drug Structure

NPD1381 OpenBabel08211700192D 25 26 0 0 1 0 0 0 0 0999 V2000 2.5981 2.5000 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 -1.5000 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 4.3301 -0.5000 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 -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 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 5.1962 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 3 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 0.0000 -0.0000 0.0000 C 0 0 3 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 6.0622 -0.5000 0.0000 Cl 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 -0.8660 -1.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 -0.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 -1.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 1.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 1.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 6.9282 1.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 6.0622 2.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 -2.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 -2.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 20 1 0 0 0 0 2 21 1 0 0 0 0 3 4 1 0 0 0 0 3 11 1 0 0 0 0 4 17 1 0 0 0 0 5 8 1 0 0 0 0 5 9 2 0 0 0 0 6 10 2 0 0 0 0 6 12 1 0 0 0 0 7 13 1 0 0 0 0 7 17 1 0 0 0 0 8 12 2 0 0 0 0 8 14 1 0 0 0 0 9 10 1 0 0 0 0 9 15 1 0 0 0 0 10 16 1 0 0 0 0 11 13 1 0 0 0 0 11 18 1 0 0 0 0 12 20 1 0 0 0 0 13 21 1 0 0 0 0 14 18 2 3 0 0 0 14 19 1 0 0 0 0 16 22 1 0 0 0 0 16 23 1 0 0 0 0 17 24 1 0 0 0 0 19 25 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DNC010191
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	3019427
ChEBI
CAS Number

Drug Properties

Molecular Weight	313.12
ALogP	-1.0889
MLogP	2.23
XLogP	0.575
HDA	5
HBD	3
Rotatable Bonds	9
TPSA	89.1
RO5 Violation	0