NPASS drugs

Drug Information

Drug ID:	NPD5178
Drug Name:
Molecular Formula:	C22H28N
Canonical SMILES:	CC[N+]1(CC)CCC(=C(c2ccccc2)c2ccccc2)C1C
Standard InCHI:	InChI=1S/C22H28N/c1-4-23(5-2)17-16-21(18(23)3)22(19-12-8-6-9-13-19)20-14-10-7-11-15-20/h6-15,18H,4-5,16-17H2,1-3H3/q+1
Standard InCHIKey:	ZYEPZINLLPPBMI-UHFFFAOYSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD5178

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	254
0.1-0.2	1743
0.2-0.3	8405
0.3-0.4	12923
0.4-0.5	5943
0.5-0.6	1313
0.6-0.7	263
0.7-0.8	43
0.8-0.85	1
0.85-0.9	1
0.9-0.95	1
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	0.9367	NPC231986
High Similarity	0.8523	NPC470926
Intermediate Similarity	0.8049	NPC271642
Intermediate Similarity	0.7931	NPC169016
Intermediate Similarity	0.7927	NPC98976
Intermediate Similarity	0.7849	NPC329430
Intermediate Similarity	0.7816	NPC104070
Intermediate Similarity	0.7816	NPC119677
Intermediate Similarity	0.7732	NPC239854
Intermediate Similarity	0.7727	NPC133162
Intermediate Similarity	0.7629	NPC474582
Intermediate Similarity	0.7619	NPC139658
Intermediate Similarity	0.759	NPC122327
Intermediate Similarity	0.759	NPC112609
Intermediate Similarity	0.759	NPC113000
Intermediate Similarity	0.7529	NPC325662
Intermediate Similarity	0.7529	NPC290638
Intermediate Similarity	0.7529	NPC98269
Intermediate Similarity	0.75	NPC474695
Intermediate Similarity	0.7442	NPC12857
Intermediate Similarity	0.7436	NPC22786
Intermediate Similarity	0.7374	NPC291610
Intermediate Similarity	0.7327	NPC167336
Intermediate Similarity	0.732	NPC472258
Intermediate Similarity	0.7308	NPC210849
Intermediate Similarity	0.7308	NPC246588
Intermediate Similarity	0.7294	NPC276699
Intermediate Similarity	0.7283	NPC305602
Intermediate Similarity	0.7283	NPC17497
Intermediate Similarity	0.7262	NPC244738
Intermediate Similarity	0.7229	NPC229235
Intermediate Similarity	0.7222	NPC474088
Intermediate Similarity	0.7188	NPC474974
Intermediate Similarity	0.7174	NPC203076
Intermediate Similarity	0.7174	NPC258046
Intermediate Similarity	0.7157	NPC473418
Intermediate Similarity	0.7125	NPC113670
Intermediate Similarity	0.7108	NPC473206
Intermediate Similarity	0.7097	NPC60408
Intermediate Similarity	0.7083	NPC473661
Intermediate Similarity	0.7073	NPC267443
Intermediate Similarity	0.7051	NPC36357
Intermediate Similarity	0.7051	NPC114327
Intermediate Similarity	0.7048	NPC65855
Intermediate Similarity	0.7048	NPC292758
Intermediate Similarity	0.7024	NPC219246
Remote Similarity	0.6977	NPC299134
Remote Similarity	0.6937	NPC264580
Remote Similarity	0.6923	NPC212114
Remote Similarity	0.6923	NPC65873
Remote Similarity	0.6923	NPC120441
Remote Similarity	0.6923	NPC300345
Remote Similarity	0.6915	NPC473031
Remote Similarity	0.6905	NPC246822
Remote Similarity	0.6905	NPC139416
Remote Similarity	0.6905	NPC213570
Remote Similarity	0.6893	NPC469974
Remote Similarity	0.6881	NPC246904
Remote Similarity	0.6875	NPC150196
Remote Similarity	0.6875	NPC54368
Remote Similarity	0.6875	NPC135924
Remote Similarity	0.6875	NPC248705
Remote Similarity	0.686	NPC54269
Remote Similarity	0.6837	NPC322040
Remote Similarity	0.6829	NPC291066
Remote Similarity	0.6829	NPC198023
Remote Similarity	0.6829	NPC155172
Remote Similarity	0.6829	NPC32312
Remote Similarity	0.6824	NPC263385
Remote Similarity	0.6824	NPC251490
Remote Similarity	0.68	NPC311242
Remote Similarity	0.6795	NPC198841
Remote Similarity	0.6795	NPC269586
Remote Similarity	0.679	NPC71009
Remote Similarity	0.679	NPC200745
Remote Similarity	0.679	NPC29680
Remote Similarity	0.6771	NPC470877
Remote Similarity	0.6768	NPC256452
Remote Similarity	0.6768	NPC108339
Remote Similarity	0.6762	NPC45033
Remote Similarity	0.6754	NPC475915
Remote Similarity	0.675	NPC147062
Remote Similarity	0.6747	NPC178527
Remote Similarity	0.6744	NPC1008
Remote Similarity	0.6744	NPC39799
Remote Similarity	0.6744	NPC87099
Remote Similarity	0.6744	NPC158028
Remote Similarity	0.6744	NPC193578
Remote Similarity	0.6744	NPC280135
Remote Similarity	0.6744	NPC135433
Remote Similarity	0.6744	NPC226999
Remote Similarity	0.6739	NPC14326
Remote Similarity	0.6733	NPC322598
Remote Similarity	0.6707	NPC88566
Remote Similarity	0.6707	NPC45756
Remote Similarity	0.6707	NPC50266
Remote Similarity	0.6703	NPC475573
Remote Similarity	0.6703	NPC475289
Remote Similarity	0.6701	NPC316108
Remote Similarity	0.6701	NPC172128
Remote Similarity	0.6701	NPC141139
Remote Similarity	0.6701	NPC471307
Remote Similarity	0.6701	NPC121872
Remote Similarity	0.6701	NPC209764
Remote Similarity	0.6701	NPC74936
Remote Similarity	0.6701	NPC78041
Remote Similarity	0.6701	NPC159178
Remote Similarity	0.67	NPC471320
Remote Similarity	0.67	NPC471319
Remote Similarity	0.6667	NPC12429
Remote Similarity	0.6667	NPC1901
Remote Similarity	0.6667	NPC277704
Remote Similarity	0.6667	NPC143516
Remote Similarity	0.6667	NPC310758
Remote Similarity	0.6667	NPC469330
Remote Similarity	0.6667	NPC238023
Remote Similarity	0.6667	NPC473573
Remote Similarity	0.6667	NPC149436
Remote Similarity	0.6636	NPC187036
Remote Similarity	0.6636	NPC77294
Remote Similarity	0.6628	NPC72670
Remote Similarity	0.6625	NPC8235
Remote Similarity	0.6625	NPC64270
Remote Similarity	0.6604	NPC474804
Remote Similarity	0.6604	NPC130898
Remote Similarity	0.6604	NPC474973
Remote Similarity	0.6602	NPC316797
Remote Similarity	0.6602	NPC214200
Remote Similarity	0.6602	NPC228400
Remote Similarity	0.66	NPC161972
Remote Similarity	0.66	NPC303045
Remote Similarity	0.6598	NPC176858
Remote Similarity	0.6593	NPC159661
Remote Similarity	0.6588	NPC22760
Remote Similarity	0.6585	NPC66517
Remote Similarity	0.6556	NPC9796
Remote Similarity	0.6556	NPC3190
Remote Similarity	0.6556	NPC249018
Remote Similarity	0.6549	NPC192209
Remote Similarity	0.6548	NPC36440
Remote Similarity	0.6543	NPC169110
Remote Similarity	0.6535	NPC25565
Remote Similarity	0.6531	NPC191444
Remote Similarity	0.6526	NPC3210
Remote Similarity	0.6522	NPC315216
Remote Similarity	0.6517	NPC307195
Remote Similarity	0.6512	NPC297358
Remote Similarity	0.6512	NPC200936
Remote Similarity	0.6506	NPC21211
Remote Similarity	0.65	NPC471309
Remote Similarity	0.65	NPC7067
Remote Similarity	0.6484	NPC255345
Remote Similarity	0.6481	NPC164802
Remote Similarity	0.6481	NPC473676
Remote Similarity	0.6471	NPC6107
Remote Similarity	0.6471	NPC475439
Remote Similarity	0.6471	NPC473501
Remote Similarity	0.6465	NPC226438
Remote Similarity	0.646	NPC313673
Remote Similarity	0.646	NPC470544
Remote Similarity	0.6444	NPC110264
Remote Similarity	0.6429	NPC264470
Remote Similarity	0.6417	NPC145754
Remote Similarity	0.6417	NPC478079
Remote Similarity	0.6413	NPC272260
Remote Similarity	0.641	NPC213126
Remote Similarity	0.641	NPC291027
Remote Similarity	0.641	NPC169485
Remote Similarity	0.641	NPC84281
Remote Similarity	0.641	NPC317474
Remote Similarity	0.6404	NPC470545
Remote Similarity	0.6404	NPC258492
Remote Similarity	0.6404	NPC313449
Remote Similarity	0.6404	NPC96835
Remote Similarity	0.6392	NPC53492
Remote Similarity	0.6392	NPC471638
Remote Similarity	0.6372	NPC288232
Remote Similarity	0.6355	NPC211551
Remote Similarity	0.6355	NPC476198
Remote Similarity	0.6353	NPC289915
Remote Similarity	0.6353	NPC113837
Remote Similarity	0.6348	NPC470546
Remote Similarity	0.6348	NPC320656
Remote Similarity	0.6348	NPC220698
Remote Similarity	0.6344	NPC164449
Remote Similarity	0.6344	NPC184030
Remote Similarity	0.6339	NPC296163
Remote Similarity	0.6337	NPC71140
Remote Similarity	0.6327	NPC30445
Remote Similarity	0.6325	NPC314192
Remote Similarity	0.6322	NPC5324
Remote Similarity	0.6316	NPC285926
Remote Similarity	0.6316	NPC14672
Remote Similarity	0.6316	NPC315276
Remote Similarity	0.6306	NPC475013
Remote Similarity	0.6306	NPC269340
Remote Similarity	0.6304	NPC245896
Remote Similarity	0.6304	NPC66270
Remote Similarity	0.63	NPC245259
Remote Similarity	0.6296	NPC473498

Drug Structure

NPD5178 OpenBabel08211706322D 23 25 0 0 1 0 0 0 0 0999 V2000 -1.7226 -0.1810 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.0181 1.4013 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.2601 -1.2601 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.9135 0.4067 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.1045 0.9945 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.0981 -4.0388 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.0981 -4.0388 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.0981 -3.0388 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.2321 -4.5388 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.2321 -4.5388 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.0981 -3.0388 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.2321 -2.5388 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.3660 -4.0388 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.3660 -4.0388 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.2321 -2.5388 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.3090 -0.9511 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.0000 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.3090 -0.9511 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 1.3660 -3.0388 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.3660 -3.0388 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.5000 -1.5388 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.5000 -2.5388 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 0.0000 0.0000 N 0 3 0 0 0 0 0 0 0 0 0 0 1 4 1 0 0 0 0 2 5 1 0 0 0 0 3 18 1 0 0 0 0 4 23 1 0 0 0 0 5 23 1 0 0 0 0 6 8 2 0 0 0 0 6 9 1 0 0 0 0 7 10 2 0 0 0 0 7 11 1 0 0 0 0 8 12 1 0 0 0 0 9 13 2 0 0 0 0 10 14 1 0 0 0 0 11 15 2 0 0 0 0 12 19 2 0 0 0 0 13 19 1 0 0 0 0 14 20 2 0 0 0 0 15 20 1 0 0 0 0 16 17 1 0 0 0 0 16 21 1 0 0 0 0 17 23 1 0 0 0 0 18 21 1 0 0 0 0 18 23 1 0 0 0 0 19 22 1 0 0 0 0 20 22 1 0 0 0 0 21 22 2 0 0 0 0 M CHG 1 23 1 M END $$$$

External Identifiers

TTD	DIB006921
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	306.22
ALogP	-0.3938
MLogP	3.77
XLogP	8.252
HDA	0
HBD	0
Rotatable Bonds	7
TPSA	0
RO5 Violation	1