NPASS drugs

Drug Information

Drug ID:	NPD4063
Drug Name:
Molecular Formula:	C20H25ClN2O
Canonical SMILES:	CCCCn1ccc(c(c1=O)Cl)N1CCC(CC1)c1ccccc1
Standard InCHI:	InChI=1S/C20H25ClN2O/c1-2-3-12-23-15-11-18(19(21)20(23)24)22-13-9-17(10-14-22)16-7-5-4-6-8-16/h4-8,11,15,17H,2-3,9-10,12-14H2,1H3
Standard InCHIKey:	HYOGJHCDLQSAHX-UHFFFAOYSA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD4063

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	133
0.1-0.2	1475
0.2-0.3	7274
0.3-0.4	14373
0.4-0.5	6264
0.5-0.6	1243
0.6-0.7	120
0.7-0.8	8
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	0.7843	NPC305602
Intermediate Similarity	0.7843	NPC17497
Intermediate Similarity	0.7523	NPC472258
Intermediate Similarity	0.7339	NPC256452
Intermediate Similarity	0.7281	NPC275467
Intermediate Similarity	0.725	NPC246904
Intermediate Similarity	0.7217	NPC473418
Intermediate Similarity	0.7156	NPC473661
Remote Similarity	0.6937	NPC474974
Remote Similarity	0.6923	NPC167336
Remote Similarity	0.6909	NPC470926
Remote Similarity	0.688	NPC228515
Remote Similarity	0.688	NPC220698
Remote Similarity	0.6852	NPC53492
Remote Similarity	0.678	NPC143516
Remote Similarity	0.6774	NPC473573
Remote Similarity	0.6772	NPC316582
Remote Similarity	0.6739	NPC130251
Remote Similarity	0.6723	NPC474973
Remote Similarity	0.6723	NPC474804
Remote Similarity	0.6723	NPC473498
Remote Similarity	0.6723	NPC130898
Remote Similarity	0.6641	NPC79698
Remote Similarity	0.6636	NPC474088
Remote Similarity	0.6636	NPC104070
Remote Similarity	0.6612	NPC77294
Remote Similarity	0.6604	NPC231986
Remote Similarity	0.6583	NPC45033
Remote Similarity	0.6583	NPC471447
Remote Similarity	0.6571	NPC301760
Remote Similarity	0.6567	NPC179224
Remote Similarity	0.656	NPC33742
Remote Similarity	0.6525	NPC291610
Remote Similarity	0.6509	NPC475289
Remote Similarity	0.6509	NPC475573
Remote Similarity	0.6475	NPC473676
Remote Similarity	0.6471	NPC325479
Remote Similarity	0.6462	NPC314192
Remote Similarity	0.6457	NPC239357
Remote Similarity	0.6454	NPC186284
Remote Similarity	0.6454	NPC22082
Remote Similarity	0.6452	NPC275410
Remote Similarity	0.6435	NPC329430
Remote Similarity	0.6434	NPC177684
Remote Similarity	0.6434	NPC291962
Remote Similarity	0.6429	NPC472164
Remote Similarity	0.6429	NPC469560
Remote Similarity	0.6422	NPC143344
Remote Similarity	0.6422	NPC234822
Remote Similarity	0.6422	NPC78058
Remote Similarity	0.6422	NPC135639
Remote Similarity	0.6422	NPC61321
Remote Similarity	0.6418	NPC478079
Remote Similarity	0.6403	NPC471123
Remote Similarity	0.6397	NPC126458
Remote Similarity	0.6387	NPC239854
Remote Similarity	0.6385	NPC161956
Remote Similarity	0.6385	NPC27833
Remote Similarity	0.6385	NPC112373
Remote Similarity	0.6385	NPC258531
Remote Similarity	0.637	NPC81092
Remote Similarity	0.637	NPC103605
Remote Similarity	0.6364	NPC469537
Remote Similarity	0.635	NPC473962
Remote Similarity	0.635	NPC53044
Remote Similarity	0.6348	NPC71140
Remote Similarity	0.6336	NPC257490
Remote Similarity	0.6328	NPC470544
Remote Similarity	0.632	NPC475013
Remote Similarity	0.6303	NPC474582
Remote Similarity	0.6286	NPC320667
Remote Similarity	0.6286	NPC271642
Remote Similarity	0.6286	NPC214125
Remote Similarity	0.6284	NPC154602
Remote Similarity	0.6284	NPC243756
Remote Similarity	0.6279	NPC470545
Remote Similarity	0.626	NPC55529
Remote Similarity	0.6259	NPC313352
Remote Similarity	0.625	NPC329375
Remote Similarity	0.6241	NPC77992
Remote Similarity	0.6231	NPC264580
Remote Similarity	0.6231	NPC470546
Remote Similarity	0.623	NPC474695
Remote Similarity	0.6222	NPC119326
Remote Similarity	0.622	NPC476048
Remote Similarity	0.622	NPC276949
Remote Similarity	0.622	NPC35850
Remote Similarity	0.6202	NPC315276
Remote Similarity	0.6202	NPC285926
Remote Similarity	0.6202	NPC14672
Remote Similarity	0.6195	NPC12429
Remote Similarity	0.6194	NPC22746
Remote Similarity	0.619	NPC63284
Remote Similarity	0.619	NPC98976
Remote Similarity	0.6186	NPC472788
Remote Similarity	0.6183	NPC226143
Remote Similarity	0.617	NPC325599
Remote Similarity	0.6161	NPC258046
Remote Similarity	0.616	NPC292758
Remote Similarity	0.616	NPC158854
Remote Similarity	0.616	NPC65855
Remote Similarity	0.6154	NPC303045
Remote Similarity	0.6154	NPC161972
Remote Similarity	0.6136	NPC302169
Remote Similarity	0.6133	NPC122106
Remote Similarity	0.6133	NPC285381
Remote Similarity	0.6115	NPC207428
Remote Similarity	0.6103	NPC250476
Remote Similarity	0.6099	NPC300299
Remote Similarity	0.6094	NPC187036
Remote Similarity	0.609	NPC71684
Remote Similarity	0.6068	NPC322040
Remote Similarity	0.6053	NPC262393
Remote Similarity	0.605	NPC311242
Remote Similarity	0.6043	NPC231382
Remote Similarity	0.6033	NPC326792
Remote Similarity	0.6031	NPC192209
Remote Similarity	0.6028	NPC474473
Remote Similarity	0.6026	NPC117032
Remote Similarity	0.6015	NPC179605
Remote Similarity	0.6015	NPC476990
Remote Similarity	0.6015	NPC200964
Remote Similarity	0.6015	NPC279385
Remote Similarity	0.6014	NPC316906
Remote Similarity	0.6	NPC322598
Remote Similarity	0.6	NPC32858
Remote Similarity	0.6	NPC20322
Remote Similarity	0.6	NPC194857
Remote Similarity	0.5982	NPC169016
Remote Similarity	0.5982	NPC133162
Remote Similarity	0.5981	NPC139658
Remote Similarity	0.5972	NPC83214
Remote Similarity	0.597	NPC475915
Remote Similarity	0.597	NPC202521
Remote Similarity	0.597	NPC103292
Remote Similarity	0.5965	NPC60408
Remote Similarity	0.5965	NPC473031
Remote Similarity	0.5963	NPC120699
Remote Similarity	0.5963	NPC127430
Remote Similarity	0.5962	NPC472117
Remote Similarity	0.596	NPC66936
Remote Similarity	0.5956	NPC285394
Remote Similarity	0.5956	NPC222466
Remote Similarity	0.595	NPC75496
Remote Similarity	0.5948	NPC476160
Remote Similarity	0.5946	NPC14326
Remote Similarity	0.5944	NPC267508
Remote Similarity	0.5942	NPC152850
Remote Similarity	0.5942	NPC105114
Remote Similarity	0.5942	NPC89923
Remote Similarity	0.5942	NPC71933
Remote Similarity	0.5942	NPC239990
Remote Similarity	0.5933	NPC109787
Remote Similarity	0.5933	NPC242000
Remote Similarity	0.5931	NPC315051
Remote Similarity	0.5926	NPC169485
Remote Similarity	0.5926	NPC252878
Remote Similarity	0.5926	NPC84281
Remote Similarity	0.5926	NPC213126
Remote Similarity	0.5926	NPC39818
Remote Similarity	0.5926	NPC291027
Remote Similarity	0.5926	NPC86452
Remote Similarity	0.5926	NPC317474
Remote Similarity	0.5926	NPC244256
Remote Similarity	0.5924	NPC478182
Remote Similarity	0.5923	NPC113099
Remote Similarity	0.5918	NPC308197
Remote Similarity	0.5915	NPC316104
Remote Similarity	0.5915	NPC162417
Remote Similarity	0.5912	NPC472165
Remote Similarity	0.5912	NPC101719
Remote Similarity	0.5912	NPC475248
Remote Similarity	0.5912	NPC63047
Remote Similarity	0.5912	NPC477249
Remote Similarity	0.5912	NPC477248
Remote Similarity	0.5909	NPC469536
Remote Similarity	0.5909	NPC17408
Remote Similarity	0.5909	NPC285716
Remote Similarity	0.5909	NPC313449
Remote Similarity	0.5906	NPC246412
Remote Similarity	0.5902	NPC11466
Remote Similarity	0.5899	NPC473322
Remote Similarity	0.5899	NPC17374
Remote Similarity	0.5897	NPC226438
Remote Similarity	0.5894	NPC473329
Remote Similarity	0.5893	NPC119677
Remote Similarity	0.589	NPC471164
Remote Similarity	0.5887	NPC257390
Remote Similarity	0.5882	NPC281094
Remote Similarity	0.5882	NPC6975
Remote Similarity	0.5882	NPC175726
Remote Similarity	0.5882	NPC46427
Remote Similarity	0.5882	NPC474082
Remote Similarity	0.5877	NPC203076
Remote Similarity	0.5874	NPC29650
Remote Similarity	0.5872	NPC12857
Remote Similarity	0.587	NPC136453
Remote Similarity	0.5862	NPC470877
Remote Similarity	0.585	NPC238499
Remote Similarity	0.5833	NPC25565

Drug Structure

NPD4063 OpenBabel08211704332D 24 26 0 0 0 0 0 0 0 0999 V2000 -2.5981 -1.5000 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 -0.8660 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.9282 4.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.9282 3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.0622 4.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.0622 2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.1962 4.0000 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 3.4641 3.0000 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 -0.8660 -0.5000 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 2.5981 2.5000 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 5.1962 3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.3301 2.5000 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 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 2.5000 0.0000 Cl 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 0.0000 -0.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 1.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1 2 1 0 0 0 0 2 3 1 0 0 0 0 3 12 1 0 0 0 0 4 5 2 0 0 0 0 4 6 1 0 0 0 0 5 7 1 0 0 0 0 6 8 2 0 0 0 0 7 16 2 0 0 0 0 8 16 1 0 0 0 0 9 13 1 0 0 0 0 9 17 1 0 0 0 0 10 14 1 0 0 0 0 10 17 1 0 0 0 0 11 15 2 0 0 0 0 11 18 1 0 0 0 0 12 23 1 0 0 0 0 13 22 1 0 0 0 0 14 22 1 0 0 0 0 15 23 1 0 0 0 0 16 17 1 0 0 0 0 18 19 2 0 0 0 0 18 22 1 0 0 0 0 19 20 1 0 0 0 0 19 21 1 0 0 0 0 20 23 1 0 0 0 0 20 24 2 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB002562
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	25195461
ChEBI
CAS Number

Drug Properties

Molecular Weight	344.17
ALogP	-1.6571
MLogP	3.22
XLogP	6.889
HDA	3
HBD	0
Rotatable Bonds	7
TPSA	23.55
RO5 Violation	1