NPASS drugs

Drug Information

Drug ID:	NPD5927
Drug Name:	ReN-1869
Molecular Formula:	C24H27NO2
Canonical SMILES:	OC(=O)[C@@H]1CCCN(C1)CCC=C1c2ccccc2CCc2c1cccc2
Standard InCHI:	InChI=1S/C24H27NO2/c26-24(27)20-9-5-15-25(17-20)16-6-12-23-21-10-3-1-7-18(21)13-14-19-8-2-4-11-22(19)23/h1-4,7-8,10-12,20H,5-6,9,13-17H2,(H,26,27)/t20-/m1/s1
Standard InCHIKey:	RXWDEUWOJGGNHU-HXUWFJFHSA-N
Max Developmental Stage:	Discontinued
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD5927

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	85
0.1-0.2	578
0.2-0.3	2192
0.3-0.4	9655
0.4-0.5	14853
0.5-0.6	3134
0.6-0.7	379
0.7-0.8	14
0.8-0.85	0
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	0.7304	NPC167336
Intermediate Similarity	0.728	NPC317474
Intermediate Similarity	0.728	NPC84281
Intermediate Similarity	0.728	NPC213126
Intermediate Similarity	0.728	NPC291027
Intermediate Similarity	0.728	NPC169485
Intermediate Similarity	0.7241	NPC191215
Intermediate Similarity	0.7241	NPC274089
Intermediate Similarity	0.7203	NPC158854
Intermediate Similarity	0.7059	NPC65855
Intermediate Similarity	0.7059	NPC292758
Intermediate Similarity	0.7031	NPC285394
Intermediate Similarity	0.7009	NPC473418
Intermediate Similarity	0.7	NPC470926
Remote Similarity	0.6992	NPC313663
Remote Similarity	0.6957	NPC133809
Remote Similarity	0.6957	NPC136810
Remote Similarity	0.6957	NPC128248
Remote Similarity	0.693	NPC322598
Remote Similarity	0.6894	NPC69496
Remote Similarity	0.6887	NPC44830
Remote Similarity	0.686	NPC319579
Remote Similarity	0.6835	NPC471516
Remote Similarity	0.6814	NPC172925
Remote Similarity	0.681	NPC225079
Remote Similarity	0.6807	NPC45033
Remote Similarity	0.6746	NPC470545
Remote Similarity	0.6741	NPC245836
Remote Similarity	0.6741	NPC233910
Remote Similarity	0.6724	NPC12730
Remote Similarity	0.6723	NPC67043
Remote Similarity	0.6718	NPC474847
Remote Similarity	0.6696	NPC293628
Remote Similarity	0.6696	NPC10781
Remote Similarity	0.6696	NPC324569
Remote Similarity	0.6696	NPC122493
Remote Similarity	0.6693	NPC470546
Remote Similarity	0.6667	NPC314192
Remote Similarity	0.6667	NPC329430
Remote Similarity	0.6667	NPC142326
Remote Similarity	0.6667	NPC470544
Remote Similarity	0.6667	NPC267704
Remote Similarity	0.6667	NPC94751
Remote Similarity	0.6667	NPC133162
Remote Similarity	0.6667	NPC327481
Remote Similarity	0.6667	NPC65310
Remote Similarity	0.664	NPC33742
Remote Similarity	0.6638	NPC120393
Remote Similarity	0.6636	NPC305602
Remote Similarity	0.6636	NPC322387
Remote Similarity	0.6636	NPC17497
Remote Similarity	0.6609	NPC469893
Remote Similarity	0.6607	NPC274455
Remote Similarity	0.6607	NPC70940
Remote Similarity	0.6607	NPC172128
Remote Similarity	0.6607	NPC86670
Remote Similarity	0.6604	NPC127343
Remote Similarity	0.6581	NPC221825
Remote Similarity	0.6577	NPC325441
Remote Similarity	0.6574	NPC104070
Remote Similarity	0.656	NPC276949
Remote Similarity	0.656	NPC35850
Remote Similarity	0.6555	NPC164859
Remote Similarity	0.6552	NPC469890
Remote Similarity	0.6552	NPC469892
Remote Similarity	0.6552	NPC477767
Remote Similarity	0.6552	NPC469891
Remote Similarity	0.6552	NPC311242
Remote Similarity	0.6552	NPC226041
Remote Similarity	0.6547	NPC281104
Remote Similarity	0.6544	NPC246913
Remote Similarity	0.6538	NPC71684
Remote Similarity	0.6535	NPC285926
Remote Similarity	0.6535	NPC315276
Remote Similarity	0.6535	NPC14672
Remote Similarity	0.6532	NPC329011
Remote Similarity	0.6525	NPC264728
Remote Similarity	0.6522	NPC474855
Remote Similarity	0.6522	NPC256452
Remote Similarity	0.6522	NPC49577
Remote Similarity	0.6522	NPC9687
Remote Similarity	0.6522	NPC476102
Remote Similarity	0.6522	NPC76785
Remote Similarity	0.6522	NPC118099
Remote Similarity	0.6522	NPC273907
Remote Similarity	0.6522	NPC151706
Remote Similarity	0.6522	NPC475598
Remote Similarity	0.6522	NPC79465
Remote Similarity	0.6522	NPC474811
Remote Similarity	0.6522	NPC474787
Remote Similarity	0.6522	NPC260045
Remote Similarity	0.6522	NPC90194
Remote Similarity	0.6522	NPC475318
Remote Similarity	0.6522	NPC293377
Remote Similarity	0.65	NPC329282
Remote Similarity	0.65	NPC239762
Remote Similarity	0.65	NPC163392
Remote Similarity	0.648	NPC474584
Remote Similarity	0.6475	NPC478140
Remote Similarity	0.6475	NPC21929
Remote Similarity	0.6471	NPC239854
Remote Similarity	0.6471	NPC255447
Remote Similarity	0.6466	NPC261947
Remote Similarity	0.6466	NPC47667
Remote Similarity	0.6462	NPC200964
Remote Similarity	0.646	NPC258627
Remote Similarity	0.646	NPC26224
Remote Similarity	0.6457	NPC473573
Remote Similarity	0.6452	NPC95126
Remote Similarity	0.6452	NPC475002
Remote Similarity	0.6452	NPC313981
Remote Similarity	0.6446	NPC476198
Remote Similarity	0.6444	NPC111428
Remote Similarity	0.6444	NPC473322
Remote Similarity	0.6439	NPC35996
Remote Similarity	0.6434	NPC209509
Remote Similarity	0.6429	NPC316906
Remote Similarity	0.6422	NPC285773
Remote Similarity	0.6418	NPC477937
Remote Similarity	0.6417	NPC202613
Remote Similarity	0.6417	NPC255676
Remote Similarity	0.6417	NPC471317
Remote Similarity	0.6417	NPC329556
Remote Similarity	0.6404	NPC86987
Remote Similarity	0.6404	NPC187725
Remote Similarity	0.6404	NPC141607
Remote Similarity	0.6397	NPC200589
Remote Similarity	0.6396	NPC203076
Remote Similarity	0.6389	NPC314114
Remote Similarity	0.6387	NPC469457
Remote Similarity	0.6372	NPC9822
Remote Similarity	0.637	NPC152850
Remote Similarity	0.637	NPC71933
Remote Similarity	0.637	NPC105114
Remote Similarity	0.637	NPC89923
Remote Similarity	0.637	NPC239990
Remote Similarity	0.6357	NPC471264
Remote Similarity	0.6357	NPC471265
Remote Similarity	0.6356	NPC271475
Remote Similarity	0.6355	NPC272260
Remote Similarity	0.6349	NPC93287
Remote Similarity	0.6348	NPC323164
Remote Similarity	0.6339	NPC471638
Remote Similarity	0.6336	NPC80150
Remote Similarity	0.6333	NPC318154
Remote Similarity	0.6328	NPC197470
Remote Similarity	0.6323	NPC278887
Remote Similarity	0.6321	NPC9796
Remote Similarity	0.6316	NPC474082
Remote Similarity	0.6316	NPC175726
Remote Similarity	0.6316	NPC6975
Remote Similarity	0.6312	NPC98424
Remote Similarity	0.6312	NPC476133
Remote Similarity	0.6312	NPC92784
Remote Similarity	0.6312	NPC178662
Remote Similarity	0.6312	NPC470884
Remote Similarity	0.6311	NPC155429
Remote Similarity	0.6311	NPC471186
Remote Similarity	0.6309	NPC68967
Remote Similarity	0.6308	NPC314992
Remote Similarity	0.6308	NPC310467
Remote Similarity	0.6308	NPC220698
Remote Similarity	0.6306	NPC475710
Remote Similarity	0.6306	NPC95965
Remote Similarity	0.6304	NPC257390
Remote Similarity	0.6299	NPC471721
Remote Similarity	0.6296	NPC119326
Remote Similarity	0.6296	NPC136453
Remote Similarity	0.6294	NPC161069
Remote Similarity	0.6294	NPC57976
Remote Similarity	0.629	NPC475006
Remote Similarity	0.6288	NPC273830
Remote Similarity	0.6283	NPC329064
Remote Similarity	0.6279	NPC239357
Remote Similarity	0.6276	NPC262077
Remote Similarity	0.6273	NPC477770
Remote Similarity	0.627	NPC66208
Remote Similarity	0.6269	NPC307020
Remote Similarity	0.626	NPC244933
Remote Similarity	0.626	NPC85560
Remote Similarity	0.6259	NPC94602
Remote Similarity	0.625	NPC258046
Remote Similarity	0.625	NPC221275
Remote Similarity	0.625	NPC305717
Remote Similarity	0.6241	NPC26285
Remote Similarity	0.6241	NPC127741
Remote Similarity	0.6239	NPC206764
Remote Similarity	0.6239	NPC161972
Remote Similarity	0.6239	NPC231986
Remote Similarity	0.6239	NPC303045
Remote Similarity	0.6232	NPC126859
Remote Similarity	0.6232	NPC157311
Remote Similarity	0.6232	NPC89769
Remote Similarity	0.6232	NPC259665
Remote Similarity	0.6231	NPC169328
Remote Similarity	0.623	NPC472221
Remote Similarity	0.623	NPC472222
Remote Similarity	0.6228	NPC470877
Remote Similarity	0.6228	NPC298115
Remote Similarity	0.6224	NPC269398

Drug Structure

NPD5927 OpenBabel08211708292D 28 31 0 0 1 0 0 0 0 0999 V2000 -1.1625 -2.7575 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.6629 1.3653 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7258 -1.9313 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7969 1.8653 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.5553 -0.4988 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.6886 0.3854 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.1653 -2.6828 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.6629 0.3653 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.2884 0.1813 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.2920 -1.0303 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.9309 1.3653 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.7331 0.6802 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.2658 -1.8565 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.9459 -1.1235 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.5998 -0.2041 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.4217 1.0656 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.1103 1.4510 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.2686 -1.7818 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7969 -0.1347 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.0659 1.1563 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -0.2948 -0.9556 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.9309 0.3653 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 -5.7989 1.8364 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.3772 0.7708 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -5.5764 2.8114 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -6.7545 1.5417 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -7.4876 2.2218 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 3 2 0 0 0 0 1 7 1 0 0 0 0 2 4 2 0 0 0 0 2 8 1 0 0 0 0 3 10 1 0 0 0 0 4 11 1 0 0 0 0 5 9 1 0 0 0 0 5 15 1 0 0 0 0 6 12 1 0 0 0 0 6 16 1 0 0 0 0 7 18 2 0 0 0 0 8 19 2 0 0 0 0 9 20 1 0 0 0 0 10 21 2 0 0 0 0 11 22 2 0 0 0 0 12 23 2 0 0 0 0 13 14 1 0 0 0 0 13 18 1 0 0 0 0 14 19 1 0 0 0 0 15 25 1 0 0 0 0 16 25 1 0 0 0 0 17 20 1 0 0 0 0 17 25 1 0 0 0 0 18 21 1 0 0 0 0 19 22 1 0 0 0 0 20 24 1 1 0 0 0 21 23 1 0 0 0 0 22 23 1 0 0 0 0 24 26 2 0 0 0 0 24 27 1 0 0 0 0 27 28 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB008761
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	361.20
ALogP	-0.2599
MLogP	3.77
XLogP	8.191
HDA	3
HBD	1
Rotatable Bonds	5
TPSA	40.54
RO5 Violation	1