NPASS drugs

Drug Information

Drug ID:	NPD5554
Drug Name:
Molecular Formula:	C23H25N
Canonical SMILES:	CC(c1ccccc1)NCCC(c1ccccc1)c1ccccc1
Standard InCHI:	InChI=1S/C23H25N/c1-19(20-11-5-2-6-12-20)24-18-17-23(21-13-7-3-8-14-21)22-15-9-4-10-16-22/h2-16,19,23-24H,17-18H2,1H3
Standard InCHIKey:	NMKSAYKQLCHXDK-UHFFFAOYSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD5554

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	328
0.1-0.2	1810
0.2-0.3	8864
0.3-0.4	12936
0.4-0.5	5380
0.5-0.6	1350
0.6-0.7	185
0.7-0.8	27
0.8-0.85	7
0.85-0.9	2
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	0.913	NPC329430
High Similarity	0.8864	NPC169016
High Similarity	0.8602	NPC470926
Intermediate Similarity	0.8333	NPC119677
Intermediate Similarity	0.8261	NPC258046
Intermediate Similarity	0.8182	NPC12857
Intermediate Similarity	0.8068	NPC325662
Intermediate Similarity	0.8068	NPC98269
Intermediate Similarity	0.8043	NPC133162
Intermediate Similarity	0.802	NPC239854
Intermediate Similarity	0.7955	NPC139658
Intermediate Similarity	0.7788	NPC474695
Intermediate Similarity	0.7753	NPC271642
Intermediate Similarity	0.7742	NPC104070
Intermediate Similarity	0.7727	NPC113000
Intermediate Similarity	0.7727	NPC112609
Intermediate Similarity	0.7727	NPC122327
Intermediate Similarity	0.7679	NPC320656
Intermediate Similarity	0.7667	NPC290638
Intermediate Similarity	0.764	NPC98976
Intermediate Similarity	0.7604	NPC60408
Intermediate Similarity	0.7527	NPC231986
Intermediate Similarity	0.75	NPC469330
Intermediate Similarity	0.7444	NPC276699
Intermediate Similarity	0.7426	NPC108339
Intermediate Similarity	0.7386	NPC219246
Intermediate Similarity	0.7386	NPC229235
Intermediate Similarity	0.7353	NPC471320
Intermediate Similarity	0.7353	NPC471319
Intermediate Similarity	0.7333	NPC291610
Intermediate Similarity	0.7328	NPC475915
Intermediate Similarity	0.7315	NPC434
Intermediate Similarity	0.7315	NPC79618
Intermediate Similarity	0.7238	NPC474582
Intermediate Similarity	0.7157	NPC322040
Intermediate Similarity	0.71	NPC176858
Intermediate Similarity	0.703	NPC191444
Remote Similarity	0.6935	NPC126458
Remote Similarity	0.6897	NPC313673
Remote Similarity	0.6885	NPC252794
Remote Similarity	0.6832	NPC30445
Remote Similarity	0.6786	NPC302790
Remote Similarity	0.6774	NPC299134
Remote Similarity	0.6733	NPC473031
Remote Similarity	0.6731	NPC108800
Remote Similarity	0.6695	NPC313449
Remote Similarity	0.6694	NPC145754
Remote Similarity	0.6667	NPC7067
Remote Similarity	0.6667	NPC167336
Remote Similarity	0.6667	NPC244738
Remote Similarity	0.6667	NPC473418
Remote Similarity	0.6639	NPC264580
Remote Similarity	0.6637	NPC77294
Remote Similarity	0.6634	NPC203076
Remote Similarity	0.6612	NPC314192
Remote Similarity	0.6607	NPC473498
Remote Similarity	0.6602	NPC470877
Remote Similarity	0.6598	NPC159661
Remote Similarity	0.6591	NPC22786
Remote Similarity	0.6581	NPC246904
Remote Similarity	0.6577	NPC275467
Remote Similarity	0.6562	NPC249018
Remote Similarity	0.6562	NPC3190
Remote Similarity	0.6555	NPC192209
Remote Similarity	0.6538	NPC141139
Remote Similarity	0.6538	NPC121872
Remote Similarity	0.6538	NPC159178
Remote Similarity	0.6538	NPC209764
Remote Similarity	0.6538	NPC78041
Remote Similarity	0.6538	NPC471307
Remote Similarity	0.6538	NPC74936
Remote Similarity	0.6535	NPC229477
Remote Similarity	0.6532	NPC79698
Remote Similarity	0.6531	NPC315216
Remote Similarity	0.6526	NPC307195
Remote Similarity	0.6525	NPC101139
Remote Similarity	0.6517	NPC113670
Remote Similarity	0.6505	NPC111233
Remote Similarity	0.65	NPC134825
Remote Similarity	0.65	NPC474088
Remote Similarity	0.6496	NPC187036
Remote Similarity	0.6489	NPC54269
Remote Similarity	0.6484	NPC267443
Remote Similarity	0.6481	NPC311242
Remote Similarity	0.6477	NPC135924
Remote Similarity	0.6477	NPC210849
Remote Similarity	0.6477	NPC246588
Remote Similarity	0.6475	NPC71684
Remote Similarity	0.6452	NPC72670
Remote Similarity	0.6444	NPC32312
Remote Similarity	0.6444	NPC198023
Remote Similarity	0.6444	NPC155172
Remote Similarity	0.6435	NPC292758
Remote Similarity	0.6435	NPC65855
Remote Similarity	0.6435	NPC24777
Remote Similarity	0.6429	NPC304761
Remote Similarity	0.6429	NPC150254
Remote Similarity	0.6429	NPC147000
Remote Similarity	0.6429	NPC226778
Remote Similarity	0.6421	NPC96835
Remote Similarity	0.6421	NPC258492
Remote Similarity	0.6415	NPC473661
Remote Similarity	0.6408	NPC305602
Remote Similarity	0.6408	NPC17497
Remote Similarity	0.6387	NPC473573
Remote Similarity	0.6378	NPC40488
Remote Similarity	0.6372	NPC67043
Remote Similarity	0.6355	NPC246757
Remote Similarity	0.6355	NPC291070
Remote Similarity	0.6355	NPC471309
Remote Similarity	0.6349	NPC119326
Remote Similarity	0.6344	NPC246822
Remote Similarity	0.6344	NPC139416
Remote Similarity	0.6344	NPC213570
Remote Similarity	0.6341	NPC273830
Remote Similarity	0.6333	NPC88566
Remote Similarity	0.6333	NPC45756
Remote Similarity	0.6327	NPC66270
Remote Similarity	0.6327	NPC255345
Remote Similarity	0.6327	NPC245896
Remote Similarity	0.6324	NPC311330
Remote Similarity	0.6296	NPC161972
Remote Similarity	0.6296	NPC303045
Remote Similarity	0.6277	NPC313850
Remote Similarity	0.6269	NPC211468
Remote Similarity	0.6269	NPC170170
Remote Similarity	0.6269	NPC219233
Remote Similarity	0.6264	NPC291066
Remote Similarity	0.625	NPC327226
Remote Similarity	0.625	NPC114327
Remote Similarity	0.625	NPC288232
Remote Similarity	0.625	NPC36357
Remote Similarity	0.625	NPC262295
Remote Similarity	0.6239	NPC25565
Remote Similarity	0.6239	NPC319579
Remote Similarity	0.6238	NPC14326
Remote Similarity	0.6231	NPC473962
Remote Similarity	0.6228	NPC476198
Remote Similarity	0.6222	NPC71009
Remote Similarity	0.6222	NPC29680
Remote Similarity	0.6222	NPC323123
Remote Similarity	0.6218	NPC296163
Remote Similarity	0.6211	NPC135433
Remote Similarity	0.6211	NPC226999
Remote Similarity	0.6211	NPC1008
Remote Similarity	0.6211	NPC39799
Remote Similarity	0.6211	NPC158028
Remote Similarity	0.6211	NPC193578
Remote Similarity	0.6211	NPC87099
Remote Similarity	0.6211	NPC280135
Remote Similarity	0.62	NPC50063
Remote Similarity	0.6196	NPC178527
Remote Similarity	0.619	NPC12429
Remote Similarity	0.6183	NPC149379
Remote Similarity	0.6182	NPC475439
Remote Similarity	0.6182	NPC473501
Remote Similarity	0.6174	NPC327481
Remote Similarity	0.6172	NPC478079
Remote Similarity	0.617	NPC473206
Remote Similarity	0.6167	NPC113099
Remote Similarity	0.614	NPC469974
Remote Similarity	0.6136	NPC212114
Remote Similarity	0.6136	NPC120441
Remote Similarity	0.6136	NPC65873
Remote Similarity	0.6136	NPC300345
Remote Similarity	0.6132	NPC173991
Remote Similarity	0.6126	NPC322598
Remote Similarity	0.6126	NPC303611
Remote Similarity	0.6126	NPC226096
Remote Similarity	0.6126	NPC164514
Remote Similarity	0.6126	NPC290515
Remote Similarity	0.6126	NPC108606
Remote Similarity	0.6124	NPC328590
Remote Similarity	0.6115	NPC264589
Remote Similarity	0.6111	NPC248705
Remote Similarity	0.6111	NPC238023
Remote Similarity	0.6111	NPC310758
Remote Similarity	0.6111	NPC54368
Remote Similarity	0.6111	NPC150196
Remote Similarity	0.6105	NPC263385
Remote Similarity	0.6105	NPC251490
Remote Similarity	0.6094	NPC477937
Remote Similarity	0.6094	NPC318965
Remote Similarity	0.6077	NPC9856
Remote Similarity	0.6075	NPC316108
Remote Similarity	0.6075	NPC172128
Remote Similarity	0.6066	NPC470544
Remote Similarity	0.6063	NPC192533
Remote Similarity	0.6063	NPC217277
Remote Similarity	0.6061	NPC475450
Remote Similarity	0.6056	NPC206592
Remote Similarity	0.6053	NPC474430
Remote Similarity	0.6048	NPC226143
Remote Similarity	0.6045	NPC478140
Remote Similarity	0.6044	NPC200745
Remote Similarity	0.6036	NPC122493
Remote Similarity	0.6036	NPC10781
Remote Similarity	0.6036	NPC472258
Remote Similarity	0.6036	NPC293628
Remote Similarity	0.6034	NPC45033

Drug Structure

NPD5554 OpenBabel08211708292D 25 27 0 0 1 0 0 0 0 0999 V2000 4.3301 1.5000 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 -2.5981 2.5000 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 4.3301 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 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 -1.5000 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 2.5981 -0.5000 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 -1.7321 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 0.8660 -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 1.7321 1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 1.0000 0.0000 C 0 0 3 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 -0.8660 1.5000 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 -0.0000 1.0000 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 2.5981 2.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 19 1 0 0 0 0 2 5 2 0 0 0 0 2 6 1 0 0 0 0 3 7 2 0 0 0 0 3 8 1 0 0 0 0 4 9 2 0 0 0 0 4 10 1 0 0 0 0 5 11 1 0 0 0 0 6 12 2 0 0 0 0 7 13 1 0 0 0 0 8 14 2 0 0 0 0 9 15 1 0 0 0 0 10 16 2 0 0 0 0 11 20 2 0 0 0 0 12 20 1 0 0 0 0 13 21 2 0 0 0 0 14 21 1 0 0 0 0 15 22 2 0 0 0 0 16 22 1 0 0 0 0 17 18 1 0 0 0 0 17 23 1 0 0 0 0 18 24 1 0 0 0 0 19 20 1 0 0 0 0 19 24 1 0 0 0 0 21 23 1 0 0 0 0 22 23 1 0 0 0 0 24 25 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DNC011273
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	3336
ChEBI
CAS Number

Drug Properties

Molecular Weight	315.20
ALogP	-0.8268
MLogP	3.88
XLogP	10.864
HDA	1
HBD	1
Rotatable Bonds	8
TPSA	12.03
RO5 Violation	1