NPASS drugs

Drug Information

Drug ID:	NPD5656
Drug Name:
Molecular Formula:	C23H29N
Canonical SMILES:	CCC(c1ccccc1)(N(CC1CC1)C)C/C=C/c1ccccc1
Standard InCHI:	InChI=1S/C23H29N/c1-3-23(22-14-8-5-9-15-22,24(2)19-21-16-17-21)18-10-13-20-11-6-4-7-12-20/h4-15,21H,3,16-19H2,1-2H3/b13-10+
Standard InCHIKey:	VCZSWYIFCKGTJI-JLHYYAGUSA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD5656

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	311
0.1-0.2	1883
0.2-0.3	8410
0.3-0.4	13331
0.4-0.5	5462
0.5-0.6	1258
0.6-0.7	200
0.7-0.8	28
0.8-0.85	6
0.85-0.9	1
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
High Similarity	0.8876	NPC470926
Intermediate Similarity	0.8434	NPC271642
Intermediate Similarity	0.8391	NPC104070
Intermediate Similarity	0.8313	NPC98976
Intermediate Similarity	0.8295	NPC169016
Intermediate Similarity	0.8191	NPC329430
Intermediate Similarity	0.8061	NPC239854
Intermediate Similarity	0.7955	NPC231986
Intermediate Similarity	0.7822	NPC474695
Intermediate Similarity	0.7816	NPC12857
Intermediate Similarity	0.7778	NPC119677
Intermediate Similarity	0.7717	NPC258046
Intermediate Similarity	0.7525	NPC291610
Intermediate Similarity	0.75	NPC133162
Intermediate Similarity	0.75	NPC98269
Intermediate Similarity	0.75	NPC325662
Intermediate Similarity	0.7386	NPC139658
Intermediate Similarity	0.7347	NPC322040
Intermediate Similarity	0.7255	NPC474582
Intermediate Similarity	0.7209	NPC219246
Intermediate Similarity	0.7159	NPC122327
Intermediate Similarity	0.7159	NPC113000
Intermediate Similarity	0.7159	NPC299134
Intermediate Similarity	0.7159	NPC112609
Intermediate Similarity	0.7111	NPC290638
Intermediate Similarity	0.71	NPC108339
Intermediate Similarity	0.7083	NPC60408
Intermediate Similarity	0.7083	NPC473031
Intermediate Similarity	0.7079	NPC276699
Intermediate Similarity	0.7045	NPC244738
Intermediate Similarity	0.703	NPC471319
Intermediate Similarity	0.703	NPC471320
Intermediate Similarity	0.7021	NPC474088
Intermediate Similarity	0.7011	NPC229235
Intermediate Similarity	0.7	NPC469330
Remote Similarity	0.6988	NPC22786
Remote Similarity	0.6979	NPC203076
Remote Similarity	0.6939	NPC470877
Remote Similarity	0.6939	NPC176858
Remote Similarity	0.6907	NPC305602
Remote Similarity	0.6907	NPC17497
Remote Similarity	0.6905	NPC113670
Remote Similarity	0.69	NPC473661
Remote Similarity	0.6869	NPC141139
Remote Similarity	0.6869	NPC121872
Remote Similarity	0.6869	NPC471307
Remote Similarity	0.6869	NPC78041
Remote Similarity	0.6869	NPC209764
Remote Similarity	0.6869	NPC159178
Remote Similarity	0.6869	NPC191444
Remote Similarity	0.6869	NPC74936
Remote Similarity	0.6867	NPC210849
Remote Similarity	0.6867	NPC246588
Remote Similarity	0.6867	NPC135924
Remote Similarity	0.686	NPC267443
Remote Similarity	0.6854	NPC54269
Remote Similarity	0.6842	NPC192209
Remote Similarity	0.6824	NPC198023
Remote Similarity	0.6824	NPC155172
Remote Similarity	0.6824	NPC32312
Remote Similarity	0.6822	NPC167336
Remote Similarity	0.6822	NPC473418
Remote Similarity	0.6786	NPC187036
Remote Similarity	0.6783	NPC264580
Remote Similarity	0.6783	NPC320656
Remote Similarity	0.6752	NPC475915
Remote Similarity	0.6752	NPC314192
Remote Similarity	0.6706	NPC88566
Remote Similarity	0.6706	NPC45756
Remote Similarity	0.6705	NPC213570
Remote Similarity	0.6705	NPC139416
Remote Similarity	0.6705	NPC246822
Remote Similarity	0.6696	NPC313449
Remote Similarity	0.6667	NPC30445
Remote Similarity	0.6667	NPC471309
Remote Similarity	0.6628	NPC291066
Remote Similarity	0.6627	NPC114327
Remote Similarity	0.6627	NPC36357
Remote Similarity	0.6596	NPC159661
Remote Similarity	0.6588	NPC71009
Remote Similarity	0.6588	NPC29680
Remote Similarity	0.6579	NPC246904
Remote Similarity	0.6577	NPC65855
Remote Similarity	0.6577	NPC292758
Remote Similarity	0.6569	NPC108800
Remote Similarity	0.6562	NPC14326
Remote Similarity	0.6559	NPC3190
Remote Similarity	0.6559	NPC249018
Remote Similarity	0.6556	NPC193578
Remote Similarity	0.6556	NPC135433
Remote Similarity	0.6556	NPC226999
Remote Similarity	0.6556	NPC87099
Remote Similarity	0.6556	NPC39799
Remote Similarity	0.6556	NPC1008
Remote Similarity	0.6556	NPC280135
Remote Similarity	0.6556	NPC158028
Remote Similarity	0.6552	NPC178527
Remote Similarity	0.6545	NPC434
Remote Similarity	0.6545	NPC79618
Remote Similarity	0.6529	NPC79698
Remote Similarity	0.6522	NPC288232
Remote Similarity	0.6517	NPC473206
Remote Similarity	0.6514	NPC476198
Remote Similarity	0.6506	NPC65873
Remote Similarity	0.6506	NPC300345
Remote Similarity	0.6506	NPC212114
Remote Similarity	0.6506	NPC120441
Remote Similarity	0.65	NPC12429
Remote Similarity	0.6491	NPC296163
Remote Similarity	0.6476	NPC472258
Remote Similarity	0.6476	NPC311242
Remote Similarity	0.6475	NPC252794
Remote Similarity	0.6471	NPC150196
Remote Similarity	0.6471	NPC248705
Remote Similarity	0.6471	NPC238023
Remote Similarity	0.6471	NPC310758
Remote Similarity	0.6471	NPC54368
Remote Similarity	0.6466	NPC313673
Remote Similarity	0.6455	NPC45033
Remote Similarity	0.6444	NPC263385
Remote Similarity	0.6444	NPC72670
Remote Similarity	0.6444	NPC251490
Remote Similarity	0.6442	NPC303045
Remote Similarity	0.6442	NPC256452
Remote Similarity	0.6442	NPC161972
Remote Similarity	0.6441	NPC226143
Remote Similarity	0.6423	NPC145754
Remote Similarity	0.6422	NPC469974
Remote Similarity	0.6415	NPC322598
Remote Similarity	0.6395	NPC200745
Remote Similarity	0.6386	NPC198841
Remote Similarity	0.6386	NPC269586
Remote Similarity	0.6381	NPC25565
Remote Similarity	0.6379	NPC473573
Remote Similarity	0.6373	NPC172128
Remote Similarity	0.6354	NPC475573
Remote Similarity	0.6354	NPC475289
Remote Similarity	0.6354	NPC315216
Remote Similarity	0.6353	NPC147062
Remote Similarity	0.6349	NPC473962
Remote Similarity	0.6346	NPC474974
Remote Similarity	0.6344	NPC307195
Remote Similarity	0.6339	NPC164802
Remote Similarity	0.6339	NPC302790
Remote Similarity	0.6337	NPC111233
Remote Similarity	0.6333	NPC200936
Remote Similarity	0.6333	NPC297358
Remote Similarity	0.6325	NPC470544
Remote Similarity	0.6322	NPC50266
Remote Similarity	0.6321	NPC473501
Remote Similarity	0.6321	NPC475439
Remote Similarity	0.6304	NPC1901
Remote Similarity	0.6296	NPC228400
Remote Similarity	0.6296	NPC469457
Remote Similarity	0.6296	NPC214200
Remote Similarity	0.6296	NPC316797
Remote Similarity	0.6292	NPC6107
Remote Similarity	0.629	NPC478079
Remote Similarity	0.6277	NPC110264
Remote Similarity	0.6273	NPC275467
Remote Similarity	0.6271	NPC470545
Remote Similarity	0.627	NPC126458
Remote Similarity	0.6265	NPC149436
Remote Similarity	0.6265	NPC277704
Remote Similarity	0.625	NPC55529
Remote Similarity	0.625	NPC313352
Remote Similarity	0.6238	NPC471638
Remote Similarity	0.6237	NPC258492
Remote Similarity	0.6237	NPC96835
Remote Similarity	0.6235	NPC64270
Remote Similarity	0.6235	NPC8235
Remote Similarity	0.6222	NPC22760
Remote Similarity	0.6218	NPC470546
Remote Similarity	0.6218	NPC228515
Remote Similarity	0.6214	NPC316108
Remote Similarity	0.6214	NPC78154
Remote Similarity	0.6211	NPC9796
Remote Similarity	0.6207	NPC66517
Remote Similarity	0.62	NPC229477
Remote Similarity	0.62	NPC3210
Remote Similarity	0.6198	NPC257490
Remote Similarity	0.6195	NPC77294
Remote Similarity	0.619	NPC7067
Remote Similarity	0.619	NPC71140
Remote Similarity	0.6182	NPC471317
Remote Similarity	0.6182	NPC202613
Remote Similarity	0.6182	NPC471310
Remote Similarity	0.618	NPC113837
Remote Similarity	0.618	NPC289915
Remote Similarity	0.618	NPC36440
Remote Similarity	0.6167	NPC291962
Remote Similarity	0.6167	NPC177684
Remote Similarity	0.6163	NPC169110
Remote Similarity	0.6161	NPC473498
Remote Similarity	0.6154	NPC226438
Remote Similarity	0.6154	NPC245259
Remote Similarity	0.6146	NPC255345
Remote Similarity	0.6146	NPC66270
Remote Similarity	0.6146	NPC245896
Remote Similarity	0.614	NPC158854

Drug Structure

NPD5656 OpenBabel08211708292D 24 26 0 0 1 0 0 0 0 0999 V2000 -2.8660 -0.2321 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.0000 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.8660 -1.2321 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.0000 -1.7321 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.5981 -3.2321 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.5000 -2.5981 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.5000 -0.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.2679 -3.7321 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.5981 -2.2321 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.5000 -2.5981 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.5000 -2.5981 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.5000 -0.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.0000 -1.7321 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.1340 -3.2321 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.2679 -1.7321 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 0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5000 -2.5981 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.5000 -0.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.0000 -1.7321 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 -1.1340 -2.2321 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.0000 -1.7321 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 -1.5000 -0.8660 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 1 3 1 0 0 0 0 2 24 1 0 0 0 0 3 23 1 0 0 0 0 4 6 2 0 0 0 0 4 7 1 0 0 0 0 5 8 2 0 0 0 0 5 9 1 0 0 0 0 6 11 1 0 0 0 0 7 12 2 0 0 0 0 8 14 1 0 0 0 0 9 15 2 0 0 0 0 10 13 2 0 0 0 0 10 18 1 0 0 0 0 11 20 2 0 0 0 0 12 20 1 0 0 0 0 13 20 1 0 0 0 0 14 22 2 0 0 0 0 15 22 1 0 0 0 0 16 17 1 0 0 0 0 16 21 1 0 0 0 0 17 21 1 0 0 0 0 18 23 1 0 0 0 0 19 21 1 0 0 0 0 19 24 1 0 0 0 0 22 23 1 0 0 0 0 23 24 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DNC000782; DCL000689
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	6438339
ChEBI
CAS Number

Drug Properties

Molecular Weight	319.23
ALogP	0.3408
MLogP	3.88
XLogP	9.197
HDA	1
HBD	0
Rotatable Bonds	10
TPSA	3.24
RO5 Violation	1