NPASS drugs

Drug Information

Drug ID:	NPD5915
Drug Name:	Prenylamine
Molecular Formula:	C24H27N
Canonical SMILES:	CC(Cc1ccccc1)NCCC(c1ccccc1)c1ccccc1
Standard InCHI:	InChI=1S/C24H27N/c1-20(19-21-11-5-2-6-12-21)25-18-17-24(22-13-7-3-8-14-22)23-15-9-4-10-16-23/h2-16,20,24-25H,17-19H2,1H3
Standard InCHIKey:	IFFPICMESYHZPQ-UHFFFAOYSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD5915

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	305
0.1-0.2	1531
0.2-0.3	8366
0.3-0.4	13350
0.4-0.5	5881
0.5-0.6	1212
0.6-0.7	217
0.7-0.8	18
0.8-0.85	9
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	0.8696	NPC329430
Intermediate Similarity	0.8409	NPC169016
Intermediate Similarity	0.8409	NPC133162
Intermediate Similarity	0.8333	NPC139658
Intermediate Similarity	0.8172	NPC470926
Intermediate Similarity	0.8095	NPC113000
Intermediate Similarity	0.8095	NPC112609
Intermediate Similarity	0.8095	NPC122327
Intermediate Similarity	0.809	NPC119677
Intermediate Similarity	0.8023	NPC290638
Intermediate Similarity	0.7935	NPC60408
Intermediate Similarity	0.7865	NPC231986
Intermediate Similarity	0.7826	NPC258046
Intermediate Similarity	0.7816	NPC325662
Intermediate Similarity	0.7816	NPC98269
Intermediate Similarity	0.7791	NPC276699
Intermediate Similarity	0.7738	NPC229235
Intermediate Similarity	0.7727	NPC12857
Intermediate Similarity	0.7624	NPC239854
Intermediate Similarity	0.7525	NPC474582
Intermediate Similarity	0.7404	NPC474695
Intermediate Similarity	0.7321	NPC320656
Intermediate Similarity	0.7312	NPC104070
Intermediate Similarity	0.7303	NPC271642
Intermediate Similarity	0.7191	NPC98976
Intermediate Similarity	0.7126	NPC219246
Intermediate Similarity	0.71	NPC469330
Intermediate Similarity	0.703	NPC108339
Remote Similarity	0.6983	NPC475915
Remote Similarity	0.6966	NPC244738
Remote Similarity	0.6961	NPC471319
Remote Similarity	0.6961	NPC471320
Remote Similarity	0.6952	NPC291610
Remote Similarity	0.6944	NPC434
Remote Similarity	0.6944	NPC79618
Remote Similarity	0.6931	NPC7067
Remote Similarity	0.6916	NPC473418
Remote Similarity	0.6916	NPC167336
Remote Similarity	0.6907	NPC203076
Remote Similarity	0.6905	NPC22786
Remote Similarity	0.6882	NPC159661
Remote Similarity	0.6869	NPC176858
Remote Similarity	0.6852	NPC473498
Remote Similarity	0.6848	NPC3190
Remote Similarity	0.6848	NPC249018
Remote Similarity	0.6824	NPC113670
Remote Similarity	0.6822	NPC275467
Remote Similarity	0.6813	NPC307195
Remote Similarity	0.6809	NPC315216
Remote Similarity	0.68	NPC191444
Remote Similarity	0.6786	NPC210849
Remote Similarity	0.6786	NPC135924
Remote Similarity	0.6786	NPC246588
Remote Similarity	0.6782	NPC267443
Remote Similarity	0.6778	NPC54269
Remote Similarity	0.6771	NPC474088
Remote Similarity	0.6765	NPC322040
Remote Similarity	0.6744	NPC198023
Remote Similarity	0.6744	NPC32312
Remote Similarity	0.6744	NPC155172
Remote Similarity	0.6742	NPC72670
Remote Similarity	0.6731	NPC311242
Remote Similarity	0.6727	NPC77294
Remote Similarity	0.6703	NPC96835
Remote Similarity	0.6703	NPC258492
Remote Similarity	0.6695	NPC71684
Remote Similarity	0.6667	NPC24777
Remote Similarity	0.6667	NPC226778
Remote Similarity	0.6667	NPC147000
Remote Similarity	0.6667	NPC150254
Remote Similarity	0.6667	NPC246904
Remote Similarity	0.6667	NPC304761
Remote Similarity	0.6667	NPC292758
Remote Similarity	0.6667	NPC65855
Remote Similarity	0.6629	NPC246822
Remote Similarity	0.6629	NPC213570
Remote Similarity	0.6629	NPC139416
Remote Similarity	0.6628	NPC45756
Remote Similarity	0.6628	NPC88566
Remote Similarity	0.6613	NPC126458
Remote Similarity	0.6609	NPC473573
Remote Similarity	0.6606	NPC67043
Remote Similarity	0.6602	NPC291070
Remote Similarity	0.6602	NPC246757
Remote Similarity	0.66	NPC30445
Remote Similarity	0.6596	NPC245896
Remote Similarity	0.6596	NPC66270
Remote Similarity	0.6596	NPC255345
Remote Similarity	0.6585	NPC40488
Remote Similarity	0.6557	NPC252794
Remote Similarity	0.6557	NPC119326
Remote Similarity	0.6555	NPC273830
Remote Similarity	0.6552	NPC291066
Remote Similarity	0.6552	NPC313673
Remote Similarity	0.6548	NPC114327
Remote Similarity	0.6548	NPC36357
Remote Similarity	0.6538	NPC303045
Remote Similarity	0.6538	NPC161972
Remote Similarity	0.6522	NPC299134
Remote Similarity	0.6512	NPC71009
Remote Similarity	0.6512	NPC29680
Remote Similarity	0.6505	NPC473661
Remote Similarity	0.6505	NPC108800
Remote Similarity	0.65	NPC17497
Remote Similarity	0.65	NPC473031
Remote Similarity	0.65	NPC305602
Remote Similarity	0.6495	NPC14326
Remote Similarity	0.6484	NPC158028
Remote Similarity	0.6484	NPC39799
Remote Similarity	0.6484	NPC226999
Remote Similarity	0.6484	NPC280135
Remote Similarity	0.6484	NPC1008
Remote Similarity	0.6484	NPC87099
Remote Similarity	0.6484	NPC135433
Remote Similarity	0.6484	NPC193578
Remote Similarity	0.6481	NPC327226
Remote Similarity	0.6477	NPC178527
Remote Similarity	0.6476	NPC25565
Remote Similarity	0.646	NPC319579
Remote Similarity	0.6458	NPC50063
Remote Similarity	0.6444	NPC473206
Remote Similarity	0.6441	NPC264580
Remote Similarity	0.6436	NPC12429
Remote Similarity	0.6429	NPC300345
Remote Similarity	0.6429	NPC120441
Remote Similarity	0.6429	NPC212114
Remote Similarity	0.6429	NPC65873
Remote Similarity	0.6429	NPC302790
Remote Similarity	0.6415	NPC473501
Remote Similarity	0.6415	NPC475439
Remote Similarity	0.6396	NPC327481
Remote Similarity	0.6395	NPC248705
Remote Similarity	0.6395	NPC54368
Remote Similarity	0.6395	NPC238023
Remote Similarity	0.6395	NPC150196
Remote Similarity	0.6395	NPC310758
Remote Similarity	0.6379	NPC113099
Remote Similarity	0.6378	NPC149379
Remote Similarity	0.6374	NPC263385
Remote Similarity	0.6374	NPC251490
Remote Similarity	0.6373	NPC470877
Remote Similarity	0.6371	NPC145754
Remote Similarity	0.6356	NPC313449
Remote Similarity	0.6355	NPC290515
Remote Similarity	0.6355	NPC303611
Remote Similarity	0.6355	NPC322598
Remote Similarity	0.6355	NPC164514
Remote Similarity	0.6355	NPC108606
Remote Similarity	0.6355	NPC226096
Remote Similarity	0.6322	NPC200745
Remote Similarity	0.6311	NPC141139
Remote Similarity	0.6311	NPC74936
Remote Similarity	0.6311	NPC172128
Remote Similarity	0.6311	NPC78041
Remote Similarity	0.6311	NPC471307
Remote Similarity	0.6311	NPC159178
Remote Similarity	0.6311	NPC209764
Remote Similarity	0.6311	NPC316108
Remote Similarity	0.6311	NPC121872
Remote Similarity	0.631	NPC198841
Remote Similarity	0.631	NPC269586
Remote Similarity	0.629	NPC477937
Remote Similarity	0.6281	NPC314192
Remote Similarity	0.6279	NPC147062
Remote Similarity	0.6275	NPC111233
Remote Similarity	0.6271	NPC470544
Remote Similarity	0.6264	NPC297358
Remote Similarity	0.6264	NPC200936
Remote Similarity	0.6262	NPC472258
Remote Similarity	0.6262	NPC122493
Remote Similarity	0.6262	NPC293628
Remote Similarity	0.6262	NPC10781
Remote Similarity	0.625	NPC226438
Remote Similarity	0.625	NPC45033
Remote Similarity	0.625	NPC50266
Remote Similarity	0.6239	NPC214200
Remote Similarity	0.6239	NPC228400
Remote Similarity	0.6239	NPC469457
Remote Similarity	0.6237	NPC1901
Remote Similarity	0.6231	NPC478140
Remote Similarity	0.6222	NPC6107
Remote Similarity	0.6218	NPC192209
Remote Similarity	0.6218	NPC470545
Remote Similarity	0.6211	NPC110264
Remote Similarity	0.621	NPC79698
Remote Similarity	0.6207	NPC474584
Remote Similarity	0.619	NPC149436
Remote Similarity	0.619	NPC277704
Remote Similarity	0.619	NPC111428
Remote Similarity	0.6186	NPC101139
Remote Similarity	0.6176	NPC471638
Remote Similarity	0.6167	NPC470546
Remote Similarity	0.6167	NPC220698
Remote Similarity	0.6163	NPC64270
Remote Similarity	0.6163	NPC8235
Remote Similarity	0.6161	NPC211551
Remote Similarity	0.6154	NPC22760
Remote Similarity	0.6154	NPC187036
Remote Similarity	0.6146	NPC9796
Remote Similarity	0.6139	NPC229477

Drug Structure

NPD5915 OpenBabel08211708292D 26 28 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 -6.0622 -1.5000 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 -5.1962 -2.0000 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 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 -1.5000 0.0000 C 0 0 0 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 0.8660 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 0.0000 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 -4.3301 -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 0.0000 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 20 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 21 2 0 0 0 0 12 21 1 0 0 0 0 13 22 2 0 0 0 0 14 22 1 0 0 0 0 15 23 2 0 0 0 0 16 23 1 0 0 0 0 17 18 1 0 0 0 0 17 24 1 0 0 0 0 18 25 1 0 0 0 0 19 20 1 0 0 0 0 19 21 1 0 0 0 0 20 25 1 0 0 0 0 22 24 1 0 0 0 0 23 24 1 0 0 0 0 25 26 1 0 0 0 0 M END $$$$

External Identifiers

TTD
DrugBank	DB04825
ChEMBL	CHEMBL24072
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI	8397
CAS Number	390-64-7

Drug Properties

Molecular Weight	329.21
ALogP	-0.7644
MLogP	3.99
XLogP	11.644
HDA	1
HBD	1
Rotatable Bonds	9
TPSA	12.03
RO5 Violation	1