NPASS drugs

Drug Information

Drug ID:	NPD5916
Drug Name:	PD-143188
Molecular Formula:	C24H27N
Canonical SMILES:	c1ccc(cc1)C1=CCN(CC1)C[C@@H]1CCC=C(C1)c1ccccc1
Standard InCHI:	InChI=1S/C24H27N/c1-3-9-21(10-4-1)23-14-16-25(17-15-23)19-20-8-7-13-24(18-20)22-11-5-2-6-12-22/h1-6,9-14,20H,7-8,15-19H2/t20-/m1/s1
Standard InCHIKey:	XBGWTWPYCTZIIE-HXUWFJFHSA-N
Max Developmental Stage:	Discontinued
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD5916

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	332
0.1-0.2	1828
0.2-0.3	7784
0.3-0.4	13491
0.4-0.5	6224
0.5-0.6	1009
0.6-0.7	195
0.7-0.8	26
0.8-0.85	1
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	0.8022	NPC470926
Intermediate Similarity	0.7907	NPC231986
Intermediate Similarity	0.7841	NPC169016
Intermediate Similarity	0.7738	NPC271642
Intermediate Similarity	0.7653	NPC239854
Intermediate Similarity	0.7619	NPC98976
Intermediate Similarity	0.7579	NPC329430
Intermediate Similarity	0.7551	NPC474582
Intermediate Similarity	0.7528	NPC104070
Intermediate Similarity	0.7444	NPC133162
Intermediate Similarity	0.7426	NPC474695
Intermediate Similarity	0.7391	NPC60408
Intermediate Similarity	0.7342	NPC22786
Intermediate Similarity	0.7333	NPC119677
Intermediate Similarity	0.7326	NPC139658
Intermediate Similarity	0.7215	NPC246588
Intermediate Similarity	0.7204	NPC305602
Intermediate Similarity	0.7204	NPC17497
Intermediate Similarity	0.7176	NPC244738
Intermediate Similarity	0.7159	NPC12857
Intermediate Similarity	0.7143	NPC229235
Intermediate Similarity	0.7097	NPC203076
Intermediate Similarity	0.7097	NPC258046
Intermediate Similarity	0.7041	NPC256452
Intermediate Similarity	0.7037	NPC113670
Intermediate Similarity	0.7011	NPC276699
Intermediate Similarity	0.7	NPC210849
Remote Similarity	0.6977	NPC54269
Remote Similarity	0.6962	NPC114327
Remote Similarity	0.6962	NPC36357
Remote Similarity	0.6961	NPC291610
Remote Similarity	0.6957	NPC474088
Remote Similarity	0.6951	NPC32312
Remote Similarity	0.6941	NPC219246
Remote Similarity	0.6941	NPC72670
Remote Similarity	0.6923	NPC167336
Remote Similarity	0.69	NPC311242
Remote Similarity	0.69	NPC472258
Remote Similarity	0.6897	NPC113000
Remote Similarity	0.6897	NPC122327
Remote Similarity	0.6897	NPC299134
Remote Similarity	0.6897	NPC112609
Remote Similarity	0.6889	NPC159661
Remote Similarity	0.6854	NPC98269
Remote Similarity	0.6854	NPC3190
Remote Similarity	0.6854	NPC325662
Remote Similarity	0.6854	NPC249018
Remote Similarity	0.6854	NPC290638
Remote Similarity	0.6837	NPC473661
Remote Similarity	0.6829	NPC45756
Remote Similarity	0.6824	NPC139416
Remote Similarity	0.6824	NPC213570
Remote Similarity	0.6824	NPC246822
Remote Similarity	0.6818	NPC246904
Remote Similarity	0.6813	NPC315216
Remote Similarity	0.679	NPC135924
Remote Similarity	0.679	NPC150196
Remote Similarity	0.6786	NPC267443
Remote Similarity	0.6778	NPC66270
Remote Similarity	0.6778	NPC245896
Remote Similarity	0.6768	NPC322040
Remote Similarity	0.6762	NPC473418
Remote Similarity	0.6747	NPC198023
Remote Similarity	0.6747	NPC291066
Remote Similarity	0.6747	NPC155172
Remote Similarity	0.6744	NPC251490
Remote Similarity	0.6709	NPC198841
Remote Similarity	0.6707	NPC200745
Remote Similarity	0.6707	NPC71009
Remote Similarity	0.6705	NPC96835
Remote Similarity	0.6705	NPC258492
Remote Similarity	0.67	NPC108339
Remote Similarity	0.6667	NPC147062
Remote Similarity	0.6667	NPC1008
Remote Similarity	0.6667	NPC87099
Remote Similarity	0.6667	NPC14326
Remote Similarity	0.6667	NPC473031
Remote Similarity	0.6667	NPC135433
Remote Similarity	0.6667	NPC226999
Remote Similarity	0.6667	NPC292758
Remote Similarity	0.6667	NPC39799
Remote Similarity	0.6667	NPC193578
Remote Similarity	0.6667	NPC158028
Remote Similarity	0.6667	NPC280135
Remote Similarity	0.6667	NPC65855
Remote Similarity	0.6637	NPC313449
Remote Similarity	0.6637	NPC192209
Remote Similarity	0.6633	NPC172128
Remote Similarity	0.663	NPC50063
Remote Similarity	0.6629	NPC307195
Remote Similarity	0.6628	NPC473206
Remote Similarity	0.6627	NPC88566
Remote Similarity	0.6627	NPC50266
Remote Similarity	0.6625	NPC212114
Remote Similarity	0.6625	NPC120441
Remote Similarity	0.6625	NPC65873
Remote Similarity	0.6625	NPC300345
Remote Similarity	0.6607	NPC473573
Remote Similarity	0.66	NPC469330
Remote Similarity	0.6593	NPC255345
Remote Similarity	0.6591	NPC1901
Remote Similarity	0.6585	NPC248705
Remote Similarity	0.6585	NPC54368
Remote Similarity	0.6582	NPC149436
Remote Similarity	0.6577	NPC187036
Remote Similarity	0.6552	NPC263385
Remote Similarity	0.6543	NPC64270
Remote Similarity	0.6542	NPC45033
Remote Similarity	0.6535	NPC303045
Remote Similarity	0.6535	NPC161972
Remote Similarity	0.6531	NPC470877
Remote Similarity	0.6506	NPC29680
Remote Similarity	0.65	NPC269586
Remote Similarity	0.6484	NPC9796
Remote Similarity	0.6471	NPC178527
Remote Similarity	0.6471	NPC36440
Remote Similarity	0.6471	NPC471320
Remote Similarity	0.6471	NPC471319
Remote Similarity	0.6465	NPC141139
Remote Similarity	0.6465	NPC121872
Remote Similarity	0.6465	NPC471307
Remote Similarity	0.6465	NPC209764
Remote Similarity	0.6465	NPC74936
Remote Similarity	0.6465	NPC159178
Remote Similarity	0.6465	NPC78041
Remote Similarity	0.6452	NPC475573
Remote Similarity	0.6452	NPC475289
Remote Similarity	0.6436	NPC474974
Remote Similarity	0.6429	NPC262393
Remote Similarity	0.6429	NPC12429
Remote Similarity	0.6422	NPC77294
Remote Similarity	0.641	NPC314192
Remote Similarity	0.641	NPC475915
Remote Similarity	0.64	NPC226438
Remote Similarity	0.6395	NPC6107
Remote Similarity	0.6389	NPC473498
Remote Similarity	0.6386	NPC238023
Remote Similarity	0.6386	NPC310758
Remote Similarity	0.6381	NPC316797
Remote Similarity	0.6381	NPC469457
Remote Similarity	0.6375	NPC277704
Remote Similarity	0.6374	NPC110264
Remote Similarity	0.6364	NPC176858
Remote Similarity	0.6355	NPC275467
Remote Similarity	0.6344	NPC272260
Remote Similarity	0.6341	NPC8235
Remote Similarity	0.6327	NPC471638
Remote Similarity	0.6316	NPC288232
Remote Similarity	0.631	NPC66517
Remote Similarity	0.63	NPC191444
Remote Similarity	0.6293	NPC264580
Remote Similarity	0.6293	NPC320656
Remote Similarity	0.6293	NPC220698
Remote Similarity	0.6289	NPC3210
Remote Similarity	0.6283	NPC296163
Remote Similarity	0.6279	NPC113837
Remote Similarity	0.6279	NPC289915
Remote Similarity	0.6277	NPC184030
Remote Similarity	0.6277	NPC164449
Remote Similarity	0.6275	NPC471309
Remote Similarity	0.6275	NPC7067
Remote Similarity	0.6265	NPC169110
Remote Similarity	0.625	NPC297358
Remote Similarity	0.625	NPC5324
Remote Similarity	0.625	NPC200936
Remote Similarity	0.6235	NPC21211
Remote Similarity	0.6235	NPC476559
Remote Similarity	0.6198	NPC79698
Remote Similarity	0.619	NPC322598
Remote Similarity	0.617	NPC151405
Remote Similarity	0.617	NPC139901
Remote Similarity	0.6163	NPC264470
Remote Similarity	0.6162	NPC53492
Remote Similarity	0.6154	NPC25565
Remote Similarity	0.6147	NPC143516
Remote Similarity	0.6146	NPC73637
Remote Similarity	0.6146	NPC121478
Remote Similarity	0.6139	NPC476160
Remote Similarity	0.6139	NPC316108
Remote Similarity	0.6136	NPC22760
Remote Similarity	0.6129	NPC179726
Remote Similarity	0.6126	NPC164802
Remote Similarity	0.6121	NPC470544
Remote Similarity	0.6117	NPC71140
Remote Similarity	0.6111	NPC125144
Remote Similarity	0.6111	NPC121708
Remote Similarity	0.6105	NPC477703
Remote Similarity	0.6095	NPC33168
Remote Similarity	0.6095	NPC475439
Remote Similarity	0.6095	NPC473501
Remote Similarity	0.6091	NPC274089
Remote Similarity	0.6091	NPC474973
Remote Similarity	0.6091	NPC191215
Remote Similarity	0.6091	NPC474804
Remote Similarity	0.6091	NPC130898
Remote Similarity	0.6087	NPC472164
Remote Similarity	0.6087	NPC33742
Remote Similarity	0.6083	NPC109151
Remote Similarity	0.6078	NPC245259
Remote Similarity	0.6075	NPC214200

Drug Structure

NPD5916 OpenBabel08211708292D 25 28 0 0 1 0 0 0 0 0999 V2000 -6.9282 1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.0622 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.9282 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 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 0.0000 -2.0000 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 -6.0622 -0.5000 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 0.8660 -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 -4.3301 -1.5000 0.0000 C 0 0 0 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 -3.4641 -2.0000 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 -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 2 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 -0.0000 1.0000 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 0.0000 -0.0000 0.0000 C 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 1 3 2 0 0 0 0 1 4 1 0 0 0 0 2 5 2 0 0 0 0 2 6 1 0 0 0 0 3 9 1 0 0 0 0 4 10 2 0 0 0 0 5 11 1 0 0 0 0 6 12 2 0 0 0 0 7 8 1 0 0 0 0 7 13 1 0 0 0 0 8 20 1 0 0 0 0 9 21 2 0 0 0 0 10 21 1 0 0 0 0 11 22 2 0 0 0 0 12 22 1 0 0 0 0 13 24 2 0 0 0 0 14 16 1 0 0 0 0 14 23 2 0 0 0 0 15 17 1 0 0 0 0 15 23 1 0 0 0 0 16 25 1 0 0 0 0 17 25 1 0 0 0 0 18 20 1 0 0 0 0 18 24 1 0 0 0 0 19 25 1 0 0 0 0 20 19 1 1 0 0 0 21 23 1 0 0 0 0 22 24 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB001806
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	329.21
ALogP	1.3743
MLogP	3.99
XLogP	9
HDA	1
HBD	0
Rotatable Bonds	4
TPSA	3.24
RO5 Violation	1