NPASS drugs

Drug Information

Drug ID:	NPD1339
Drug Name:	ADR-851
Molecular Formula:	C14H18ClN3O2
Canonical SMILES:	OC(=NC[C@@H]1CCCN1)c1cc(Cl)c(c2c1OCC2)N
Standard InCHI:	InChI=1S/C14H18ClN3O2/c15-11-6-10(13-9(12(11)16)3-5-20-13)14(19)18-7-8-2-1-4-17-8/h6,8,17H,1-5,7,16H2,(H,18,19)/t8-/m0/s1
Standard InCHIKey:	MPECLPSCJHXWNO-QMMMGPOBSA-N
Max Developmental Stage:	Discontinued
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD1339

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	286
0.1-0.2	2152
0.2-0.3	10277
0.3-0.4	3571
0.4-0.5	11871
0.5-0.6	2578
0.6-0.7	155
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	0.665	NPC232872
Remote Similarity	0.6649	NPC219383
Remote Similarity	0.6619	NPC476106
Remote Similarity	0.6584	NPC474059
Remote Similarity	0.6579	NPC49583
Remote Similarity	0.6562	NPC19555
Remote Similarity	0.6555	NPC291535
Remote Similarity	0.6555	NPC475112
Remote Similarity	0.6555	NPC475085
Remote Similarity	0.6553	NPC70956
Remote Similarity	0.6553	NPC243834
Remote Similarity	0.6531	NPC168153
Remote Similarity	0.6515	NPC283999
Remote Similarity	0.6481	NPC471080
Remote Similarity	0.6481	NPC469592
Remote Similarity	0.6442	NPC72211
Remote Similarity	0.6439	NPC204970
Remote Similarity	0.6429	NPC232600
Remote Similarity	0.6425	NPC477532
Remote Similarity	0.6425	NPC70172
Remote Similarity	0.6422	NPC174629
Remote Similarity	0.6421	NPC469428
Remote Similarity	0.6419	NPC11464
Remote Similarity	0.6413	NPC166655
Remote Similarity	0.6392	NPC238430
Remote Similarity	0.639	NPC28510
Remote Similarity	0.6377	NPC205934
Remote Similarity	0.6377	NPC43787
Remote Similarity	0.6373	NPC217294
Remote Similarity	0.6368	NPC162484
Remote Similarity	0.6364	NPC469594
Remote Similarity	0.6359	NPC48353
Remote Similarity	0.6355	NPC193777
Remote Similarity	0.6348	NPC177056
Remote Similarity	0.6346	NPC70259
Remote Similarity	0.6332	NPC127082
Remote Similarity	0.6326	NPC475910
Remote Similarity	0.6326	NPC205926
Remote Similarity	0.6305	NPC474498
Remote Similarity	0.6302	NPC291359
Remote Similarity	0.6298	NPC131017
Remote Similarity	0.6296	NPC168250
Remote Similarity	0.6296	NPC209769
Remote Similarity	0.6296	NPC469589
Remote Similarity	0.6294	NPC310894
Remote Similarity	0.6287	NPC98197
Remote Similarity	0.6283	NPC473185
Remote Similarity	0.6276	NPC208280
Remote Similarity	0.6274	NPC472330
Remote Similarity	0.6274	NPC472329
Remote Similarity	0.6274	NPC476044
Remote Similarity	0.6268	NPC303214
Remote Similarity	0.6267	NPC476651
Remote Similarity	0.6262	NPC283207
Remote Similarity	0.6261	NPC219397
Remote Similarity	0.6261	NPC153923
Remote Similarity	0.6261	NPC37957
Remote Similarity	0.6256	NPC252251
Remote Similarity	0.625	NPC283152
Remote Similarity	0.6233	NPC477533
Remote Similarity	0.6227	NPC189661
Remote Similarity	0.622	NPC243626
Remote Similarity	0.6219	NPC94174
Remote Similarity	0.6214	NPC295287
Remote Similarity	0.6201	NPC477531
Remote Similarity	0.6199	NPC470002
Remote Similarity	0.6199	NPC470001
Remote Similarity	0.6199	NPC170114
Remote Similarity	0.6197	NPC267423
Remote Similarity	0.619	NPC13880
Remote Similarity	0.6188	NPC473179
Remote Similarity	0.6188	NPC108826
Remote Similarity	0.6186	NPC470930
Remote Similarity	0.6182	NPC478074
Remote Similarity	0.6176	NPC84478
Remote Similarity	0.6161	NPC272706
Remote Similarity	0.6157	NPC209174
Remote Similarity	0.6154	NPC85651
Remote Similarity	0.6154	NPC230942
Remote Similarity	0.6154	NPC316297
Remote Similarity	0.6154	NPC315498
Remote Similarity	0.6154	NPC314817
Remote Similarity	0.6154	NPC22476
Remote Similarity	0.6154	NPC470549
Remote Similarity	0.6154	NPC66191
Remote Similarity	0.615	NPC329747
Remote Similarity	0.615	NPC121772
Remote Similarity	0.6147	NPC201697
Remote Similarity	0.6146	NPC473007
Remote Similarity	0.6143	NPC303658
Remote Similarity	0.614	NPC473460
Remote Similarity	0.6136	NPC316981
Remote Similarity	0.6134	NPC29647
Remote Similarity	0.6134	NPC37205
Remote Similarity	0.6134	NPC160931
Remote Similarity	0.6133	NPC310118
Remote Similarity	0.613	NPC475253
Remote Similarity	0.613	NPC300114
Remote Similarity	0.612	NPC166667
Remote Similarity	0.6114	NPC251090
Remote Similarity	0.6111	NPC87714
Remote Similarity	0.6108	NPC70092
Remote Similarity	0.6103	NPC79328
Remote Similarity	0.6101	NPC470931
Remote Similarity	0.61	NPC225381
Remote Similarity	0.6098	NPC190007
Remote Similarity	0.6096	NPC472103
Remote Similarity	0.6095	NPC79293
Remote Similarity	0.6095	NPC307963
Remote Similarity	0.6095	NPC279401
Remote Similarity	0.6089	NPC132642
Remote Similarity	0.6083	NPC472111
Remote Similarity	0.608	NPC257354
Remote Similarity	0.6077	NPC97870
Remote Similarity	0.6077	NPC247018
Remote Similarity	0.6077	NPC203628
Remote Similarity	0.6077	NPC307123
Remote Similarity	0.6071	NPC22014
Remote Similarity	0.6071	NPC72291
Remote Similarity	0.607	NPC110151
Remote Similarity	0.6068	NPC473183
Remote Similarity	0.6068	NPC94943
Remote Similarity	0.6066	NPC230313
Remote Similarity	0.6065	NPC159101
Remote Similarity	0.6054	NPC152768
Remote Similarity	0.6054	NPC148183
Remote Similarity	0.6052	NPC473184
Remote Similarity	0.6052	NPC277351
Remote Similarity	0.6049	NPC212535
Remote Similarity	0.6045	NPC269449
Remote Similarity	0.6043	NPC131486
Remote Similarity	0.604	NPC288943
Remote Similarity	0.6036	NPC140888
Remote Similarity	0.6033	NPC189079
Remote Similarity	0.6031	NPC10730
Remote Similarity	0.6031	NPC10875
Remote Similarity	0.6029	NPC39822
Remote Similarity	0.6029	NPC473008
Remote Similarity	0.6029	NPC265383
Remote Similarity	0.6028	NPC128823
Remote Similarity	0.602	NPC306366
Remote Similarity	0.6018	NPC174760
Remote Similarity	0.6018	NPC150239
Remote Similarity	0.6011	NPC136112
Remote Similarity	0.6011	NPC141739
Remote Similarity	0.601	NPC46580
Remote Similarity	0.601	NPC66083
Remote Similarity	0.601	NPC69213
Remote Similarity	0.601	NPC204179
Remote Similarity	0.6009	NPC161804
Remote Similarity	0.6	NPC260118
Remote Similarity	0.6	NPC195392
Remote Similarity	0.6	NPC475133
Remote Similarity	0.6	NPC247803
Remote Similarity	0.6	NPC315957
Remote Similarity	0.5992	NPC133609
Remote Similarity	0.5991	NPC322424
Remote Similarity	0.5991	NPC119722
Remote Similarity	0.5991	NPC29472
Remote Similarity	0.5991	NPC329830
Remote Similarity	0.599	NPC276060
Remote Similarity	0.5989	NPC204546
Remote Similarity	0.5982	NPC198160
Remote Similarity	0.5981	NPC100863
Remote Similarity	0.5981	NPC224293
Remote Similarity	0.598	NPC124433
Remote Similarity	0.598	NPC293871
Remote Similarity	0.5973	NPC213530
Remote Similarity	0.5973	NPC193267
Remote Similarity	0.5972	NPC232727
Remote Similarity	0.5971	NPC176127
Remote Similarity	0.5971	NPC192939
Remote Similarity	0.5971	NPC215747
Remote Similarity	0.5971	NPC311936
Remote Similarity	0.597	NPC85482
Remote Similarity	0.5963	NPC470484
Remote Similarity	0.5963	NPC14339
Remote Similarity	0.5962	NPC475702
Remote Similarity	0.5962	NPC162653
Remote Similarity	0.5961	NPC473432
Remote Similarity	0.5961	NPC225857
Remote Similarity	0.5959	NPC184161
Remote Similarity	0.5957	NPC227908
Remote Similarity	0.5957	NPC202503
Remote Similarity	0.5957	NPC473187
Remote Similarity	0.5956	NPC305984
Remote Similarity	0.5953	NPC18487
Remote Similarity	0.5952	NPC296742
Remote Similarity	0.5952	NPC112676
Remote Similarity	0.5952	NPC76748
Remote Similarity	0.595	NPC209377
Remote Similarity	0.5947	NPC274268
Remote Similarity	0.5947	NPC86078
Remote Similarity	0.5946	NPC87413
Remote Similarity	0.5945	NPC135887
Remote Similarity	0.5945	NPC199277
Remote Similarity	0.5945	NPC52801
Remote Similarity	0.5942	NPC119579
Remote Similarity	0.5942	NPC62069
Remote Similarity	0.5941	NPC474409

Drug Structure

NPD1339 OpenBabel08211700192D 24 26 0 0 1 0 0 0 0 0999 V2000 5.2547 3.3146 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.5856 2.5714 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.4013 0.8090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.7547 4.1806 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.9945 -0.1045 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.0739 2.4781 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.8060 2.4781 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.6720 2.9781 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -0.6581 1.4781 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.0739 1.4781 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.2079 2.9781 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.6581 2.4781 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.2079 0.9781 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.9400 0.9781 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.2079 3.9781 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 -1.5241 2.9781 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 3.7765 3.9727 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 2.8060 1.4781 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 1.9400 -0.0219 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 -0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.5241 3.9781 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.3902 2.4781 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 3.0334 4.6418 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1.0739 -0.5219 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 2 1 0 0 0 0 1 4 1 0 0 0 0 2 8 1 0 0 0 0 3 5 1 0 0 0 0 3 9 1 0 0 0 0 4 17 1 0 0 0 0 5 20 1 0 0 0 0 6 10 1 0 0 0 0 6 11 2 0 0 0 0 7 18 1 0 0 0 0 8 7 1 1 0 0 0 8 17 1 0 0 0 0 9 12 2 0 0 0 0 9 13 1 0 0 0 0 10 13 2 0 0 0 0 10 14 1 0 0 0 0 11 12 1 0 0 0 0 11 15 1 0 0 0 0 12 16 1 0 0 0 0 13 20 1 0 0 0 0 14 18 2 3 0 0 0 14 19 1 0 0 0 0 16 21 1 0 0 0 0 16 22 1 0 0 0 0 17 23 1 0 0 0 0 19 24 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB017030
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	295.11
ALogP	-1.2219
MLogP	2.34
XLogP	0.857
HDA	4
HBD	3
Rotatable Bonds	6
TPSA	79.87
RO5 Violation	0