NPASS drugs

Drug Information

Drug ID:	NPD5162
Drug Name:	Amineptine
Molecular Formula:	C22H27NO2
Canonical SMILES:	OC(=O)CCCCCCNC1c2ccccc2CCc2c1cccc2
Standard InCHI:	InChI=1S/C22H27NO2/c24-21(25)13-3-1-2-8-16-23-22-19-11-6-4-9-17(19)14-15-18-10-5-7-12-20(18)22/h4-7,9-12,22-23H,1-3,8,13-16H2,(H,24,25)
Standard InCHIKey:	ONNOFKFOZAJDHT-UHFFFAOYSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD5162

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	91
0.1-0.2	591
0.2-0.3	2177
0.3-0.4	9168
0.4-0.5	14538
0.5-0.6	3756
0.6-0.7	533
0.7-0.8	31
0.8-0.85	5
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	0.8142	NPC67043
Intermediate Similarity	0.8103	NPC319579
Intermediate Similarity	0.8	NPC293628
Intermediate Similarity	0.8	NPC10781
Intermediate Similarity	0.8	NPC122493
Intermediate Similarity	0.7838	NPC324569
Intermediate Similarity	0.7658	NPC329430
Intermediate Similarity	0.7652	NPC164859
Intermediate Similarity	0.7521	NPC474584
Intermediate Similarity	0.7521	NPC476198
Intermediate Similarity	0.7519	NPC477937
Intermediate Similarity	0.7458	NPC327481
Intermediate Similarity	0.7456	NPC322598
Intermediate Similarity	0.7438	NPC329011
Intermediate Similarity	0.7391	NPC12730
Intermediate Similarity	0.7287	NPC35996
Intermediate Similarity	0.7266	NPC71684
Intermediate Similarity	0.7222	NPC169016
Intermediate Similarity	0.7213	NPC313981
Intermediate Similarity	0.7203	NPC471317
Intermediate Similarity	0.72	NPC197470
Intermediate Similarity	0.713	NPC44830
Intermediate Similarity	0.7101	NPC132636
Intermediate Similarity	0.7091	NPC258046
Intermediate Similarity	0.708	NPC470926
Intermediate Similarity	0.7077	NPC317474
Intermediate Similarity	0.7077	NPC169485
Intermediate Similarity	0.7077	NPC291027
Intermediate Similarity	0.7077	NPC84281
Intermediate Similarity	0.7077	NPC213126
Intermediate Similarity	0.7071	NPC57976
Intermediate Similarity	0.7064	NPC133162
Intermediate Similarity	0.7043	NPC172925
Intermediate Similarity	0.704	NPC35850
Intermediate Similarity	0.704	NPC276949
Intermediate Similarity	0.7007	NPC474473
Remote Similarity	0.6992	NPC158854
Remote Similarity	0.6984	NPC33742
Remote Similarity	0.6963	NPC325651
Remote Similarity	0.6929	NPC101139
Remote Similarity	0.6906	NPC478140
Remote Similarity	0.6899	NPC314992
Remote Similarity	0.6891	NPC136810
Remote Similarity	0.6891	NPC133809
Remote Similarity	0.6891	NPC128248
Remote Similarity	0.6891	NPC225079
Remote Similarity	0.6885	NPC191215
Remote Similarity	0.6885	NPC274089
Remote Similarity	0.6875	NPC188867
Remote Similarity	0.6875	NPC281686
Remote Similarity	0.6875	NPC106551
Remote Similarity	0.6866	NPC119326
Remote Similarity	0.6861	NPC246913
Remote Similarity	0.6852	NPC127343
Remote Similarity	0.6822	NPC470545
Remote Similarity	0.6818	NPC119677
Remote Similarity	0.6803	NPC167336
Remote Similarity	0.6803	NPC473418
Remote Similarity	0.6794	NPC80150
Remote Similarity	0.6788	NPC126458
Remote Similarity	0.6783	NPC471516
Remote Similarity	0.678	NPC311242
Remote Similarity	0.6777	NPC202613
Remote Similarity	0.6769	NPC470546
Remote Similarity	0.6769	NPC310467
Remote Similarity	0.6765	NPC111428
Remote Similarity	0.6761	NPC211468
Remote Similarity	0.6761	NPC170170
Remote Similarity	0.6761	NPC219233
Remote Similarity	0.6754	NPC470877
Remote Similarity	0.6752	NPC108339
Remote Similarity	0.6744	NPC2265
Remote Similarity	0.6744	NPC470544
Remote Similarity	0.6738	NPC287358
Remote Similarity	0.6726	NPC322387
Remote Similarity	0.6724	NPC323164
Remote Similarity	0.6718	NPC239697
Remote Similarity	0.6716	NPC285394
Remote Similarity	0.6716	NPC222466
Remote Similarity	0.6715	NPC69496
Remote Similarity	0.6714	NPC314835
Remote Similarity	0.6713	NPC323123
Remote Similarity	0.6711	NPC36495
Remote Similarity	0.6696	NPC141139
Remote Similarity	0.6696	NPC121872
Remote Similarity	0.6696	NPC78041
Remote Similarity	0.6696	NPC209764
Remote Similarity	0.6696	NPC86670
Remote Similarity	0.6696	NPC471307
Remote Similarity	0.6696	NPC274455
Remote Similarity	0.6696	NPC70940
Remote Similarity	0.6696	NPC159178
Remote Similarity	0.6696	NPC74936
Remote Similarity	0.6692	NPC169328
Remote Similarity	0.6691	NPC307437
Remote Similarity	0.6691	NPC58827
Remote Similarity	0.6691	NPC72473
Remote Similarity	0.669	NPC314114
Remote Similarity	0.6667	NPC474847
Remote Similarity	0.6667	NPC285773
Remote Similarity	0.6667	NPC4974
Remote Similarity	0.6667	NPC190663
Remote Similarity	0.6667	NPC101719
Remote Similarity	0.6667	NPC94602
Remote Similarity	0.6667	NPC47667
Remote Similarity	0.6667	NPC478015
Remote Similarity	0.6667	NPC478016
Remote Similarity	0.6667	NPC478014
Remote Similarity	0.6643	NPC253476
Remote Similarity	0.6642	NPC40488
Remote Similarity	0.6641	NPC317784
Remote Similarity	0.6641	NPC142638
Remote Similarity	0.6639	NPC255676
Remote Similarity	0.6639	NPC226041
Remote Similarity	0.6638	NPC187725
Remote Similarity	0.6638	NPC86987
Remote Similarity	0.6638	NPC141607
Remote Similarity	0.6619	NPC326966
Remote Similarity	0.6618	NPC322433
Remote Similarity	0.6618	NPC65310
Remote Similarity	0.6618	NPC136453
Remote Similarity	0.6617	NPC314192
Remote Similarity	0.6617	NPC273830
Remote Similarity	0.6617	NPC326079
Remote Similarity	0.6613	NPC45033
Remote Similarity	0.6613	NPC142326
Remote Similarity	0.6613	NPC473498
Remote Similarity	0.6613	NPC94751
Remote Similarity	0.6612	NPC264728
Remote Similarity	0.6609	NPC9822
Remote Similarity	0.6597	NPC43477
Remote Similarity	0.6593	NPC192533
Remote Similarity	0.6589	NPC471318
Remote Similarity	0.6587	NPC65855
Remote Similarity	0.6587	NPC292758
Remote Similarity	0.6585	NPC150254
Remote Similarity	0.6585	NPC304761
Remote Similarity	0.6585	NPC147000
Remote Similarity	0.6585	NPC329282
Remote Similarity	0.6585	NPC226778
Remote Similarity	0.6571	NPC313663
Remote Similarity	0.6571	NPC245836
Remote Similarity	0.6571	NPC233910
Remote Similarity	0.6569	NPC239990
Remote Similarity	0.6569	NPC105114
Remote Similarity	0.6569	NPC210950
Remote Similarity	0.6569	NPC199738
Remote Similarity	0.6569	NPC152850
Remote Similarity	0.6569	NPC89923
Remote Similarity	0.6569	NPC71933
Remote Similarity	0.6567	NPC27581
Remote Similarity	0.6567	NPC160493
Remote Similarity	0.6557	NPC239854
Remote Similarity	0.6556	NPC469903
Remote Similarity	0.6555	NPC471320
Remote Similarity	0.6555	NPC471319
Remote Similarity	0.6555	NPC261947
Remote Similarity	0.6552	NPC172128
Remote Similarity	0.6552	NPC475128
Remote Similarity	0.6549	NPC95965
Remote Similarity	0.6544	NPC474926
Remote Similarity	0.6529	NPC221825
Remote Similarity	0.6525	NPC291070
Remote Similarity	0.6525	NPC471309
Remote Similarity	0.6525	NPC246757
Remote Similarity	0.6522	NPC325441
Remote Similarity	0.6522	NPC329064
Remote Similarity	0.6522	NPC473322
Remote Similarity	0.6518	NPC104070
Remote Similarity	0.6514	NPC12857
Remote Similarity	0.6504	NPC329556
Remote Similarity	0.65	NPC477767
Remote Similarity	0.6496	NPC226438
Remote Similarity	0.6489	NPC285926
Remote Similarity	0.6489	NPC14672
Remote Similarity	0.6489	NPC315276
Remote Similarity	0.6483	NPC161069
Remote Similarity	0.6479	NPC474787
Remote Similarity	0.6479	NPC151706
Remote Similarity	0.6479	NPC90194
Remote Similarity	0.6479	NPC475318
Remote Similarity	0.6479	NPC49577
Remote Similarity	0.6479	NPC475598
Remote Similarity	0.6479	NPC260045
Remote Similarity	0.6479	NPC79465
Remote Similarity	0.6479	NPC293377
Remote Similarity	0.6479	NPC476102
Remote Similarity	0.6479	NPC76785
Remote Similarity	0.6479	NPC9687
Remote Similarity	0.6479	NPC474811
Remote Similarity	0.6479	NPC118099
Remote Similarity	0.6479	NPC273907
Remote Similarity	0.6479	NPC474855
Remote Similarity	0.6471	NPC161972
Remote Similarity	0.6471	NPC256452
Remote Similarity	0.6471	NPC93343
Remote Similarity	0.6471	NPC303045
Remote Similarity	0.6471	NPC63370
Remote Similarity	0.6471	NPC36836
Remote Similarity	0.6471	NPC206764

Drug Structure

NPD5162 OpenBabel08211706322D 27 29 0 0 0 0 0 0 0 0999 V2000 -3.1547 1.7458 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.1992 2.0405 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.8878 2.4259 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5139 -1.6235 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.9693 -0.3720 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5139 -0.6235 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5355 0.5290 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.4661 1.3603 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6479 -2.1235 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.4060 -1.1982 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6479 -0.1235 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.5382 0.6037 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.8434 2.1312 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -2.2470 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.9749 -2.0245 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.5105 1.6551 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.7818 -1.6235 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.4088 -1.1235 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.7818 -0.6235 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.9749 -0.2225 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.5764 2.8114 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 0.2225 0.9749 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -5.3539 3.7863 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -6.5320 2.5166 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.1781 1.2697 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -7.2650 3.1968 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 2 1 0 0 0 0 1 3 1 0 0 0 0 2 8 1 0 0 0 0 3 13 1 0 0 0 0 4 6 2 0 0 0 0 4 9 1 0 0 0 0 5 7 2 0 0 0 0 5 10 1 0 0 0 0 6 11 1 0 0 0 0 7 12 1 0 0 0 0 8 16 1 0 0 0 0 9 17 2 0 0 0 0 10 18 2 0 0 0 0 11 19 2 0 0 0 0 12 20 2 0 0 0 0 13 21 1 0 0 0 0 14 15 1 0 0 0 0 14 17 1 0 0 0 0 15 18 1 0 0 0 0 16 23 1 0 0 0 0 17 19 1 0 0 0 0 18 20 1 0 0 0 0 19 22 1 0 0 0 0 20 22 1 0 0 0 0 21 24 2 0 0 0 0 21 25 1 0 0 0 0 22 23 1 0 0 0 0 23 26 1 0 0 0 0 25 27 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DCL000340
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	34870
ChEBI
CAS Number

Drug Properties

Molecular Weight	337.20
ALogP	-1.6914
MLogP	3.55
XLogP	7.166
HDA	3
HBD	2
Rotatable Bonds	9
TPSA	49.33
RO5 Violation	1