NPASS drugs

Drug Information

Drug ID:	NPD5457
Drug Name:	MCHR-1 antagonists (obesity), Abbott
Molecular Formula:	C23H21FN2O5
Canonical SMILES:	Fc1ccc2c(c1)c(=O)cc(o2)C(=O)NC1CCN(CC1)Cc1ccc2c(c1)OCO2
Standard InCHI:	InChI=1S/C23H21FN2O5/c24-15-2-4-19-17(10-15)18(27)11-22(31-19)23(28)25-16-5-7-26(8-6-16)12-14-1-3-20-21(9-14)30-13-29-20/h1-4,9-11,16H,5-8,12-13H2,(H,25,28)
Standard InCHIKey:	HHCYCBKPWYJVEB-UHFFFAOYSA-N
Max Developmental Stage:	Discontinued
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD5457

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	277
0.1-0.2	1476
0.2-0.3	5529
0.3-0.4	7208
0.4-0.5	4182
0.5-0.6	9233
0.6-0.7	2851
0.7-0.8	129
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	0.8289	NPC116007
Intermediate Similarity	0.8229	NPC477258
Intermediate Similarity	0.8201	NPC477259
Intermediate Similarity	0.8201	NPC169387
Intermediate Similarity	0.8191	NPC83511
Intermediate Similarity	0.7937	NPC27887
Intermediate Similarity	0.7908	NPC24228
Intermediate Similarity	0.7897	NPC469815
Intermediate Similarity	0.7897	NPC469816
Intermediate Similarity	0.7857	NPC125924
Intermediate Similarity	0.7831	NPC222524
Intermediate Similarity	0.7819	NPC4669
Intermediate Similarity	0.7789	NPC121400
Intermediate Similarity	0.7778	NPC215098
Intermediate Similarity	0.7778	NPC124302
Intermediate Similarity	0.7778	NPC46744
Intermediate Similarity	0.7778	NPC14622
Intermediate Similarity	0.7778	NPC73020
Intermediate Similarity	0.7778	NPC70290
Intermediate Similarity	0.7732	NPC471650
Intermediate Similarity	0.77	NPC226652
Intermediate Similarity	0.77	NPC72788
Intermediate Similarity	0.77	NPC314100
Intermediate Similarity	0.77	NPC120671
Intermediate Similarity	0.7624	NPC328700
Intermediate Similarity	0.7624	NPC119818
Intermediate Similarity	0.7624	NPC202771
Intermediate Similarity	0.7624	NPC2173
Intermediate Similarity	0.7614	NPC226708
Intermediate Similarity	0.7579	NPC303581
Intermediate Similarity	0.7579	NPC67978
Intermediate Similarity	0.7541	NPC470708
Intermediate Similarity	0.7513	NPC208890
Intermediate Similarity	0.75	NPC306669
Intermediate Similarity	0.75	NPC308267
Intermediate Similarity	0.7488	NPC46990
Intermediate Similarity	0.7473	NPC106786
Intermediate Similarity	0.7447	NPC59567
Intermediate Similarity	0.7418	NPC470088
Intermediate Similarity	0.7389	NPC207239
Intermediate Similarity	0.7382	NPC241055
Intermediate Similarity	0.7382	NPC86469
Intermediate Similarity	0.7337	NPC237579
Intermediate Similarity	0.7312	NPC93593
Intermediate Similarity	0.7312	NPC138487
Intermediate Similarity	0.7312	NPC216459
Intermediate Similarity	0.7312	NPC41178
Intermediate Similarity	0.731	NPC102760
Intermediate Similarity	0.7304	NPC5374
Intermediate Similarity	0.7293	NPC469978
Intermediate Similarity	0.7288	NPC252107
Intermediate Similarity	0.7288	NPC225745
Intermediate Similarity	0.7277	NPC86144
Intermediate Similarity	0.7277	NPC304659
Intermediate Similarity	0.7273	NPC31311
Intermediate Similarity	0.7273	NPC234392
Intermediate Similarity	0.7273	NPC146288
Intermediate Similarity	0.7268	NPC475959
Intermediate Similarity	0.7264	NPC475597
Intermediate Similarity	0.7264	NPC473716
Intermediate Similarity	0.7263	NPC189470
Intermediate Similarity	0.7263	NPC476569
Intermediate Similarity	0.7255	NPC71124
Intermediate Similarity	0.7246	NPC207971
Intermediate Similarity	0.7243	NPC119669
Intermediate Similarity	0.7232	NPC99078
Intermediate Similarity	0.7225	NPC231198
Intermediate Similarity	0.7225	NPC168409
Intermediate Similarity	0.7214	NPC281581
Intermediate Similarity	0.7212	NPC268077
Intermediate Similarity	0.7211	NPC153631
Intermediate Similarity	0.7208	NPC267408
Intermediate Similarity	0.7194	NPC283810
Intermediate Similarity	0.7194	NPC5167
Intermediate Similarity	0.7191	NPC220923
Intermediate Similarity	0.7181	NPC57512
Intermediate Similarity	0.7175	NPC180647
Intermediate Similarity	0.7175	NPC196609
Intermediate Similarity	0.7175	NPC230698
Intermediate Similarity	0.7175	NPC205178
Intermediate Similarity	0.7175	NPC277042
Intermediate Similarity	0.7175	NPC136330
Intermediate Similarity	0.7175	NPC251454
Intermediate Similarity	0.7175	NPC255817
Intermediate Similarity	0.7175	NPC73883
Intermediate Similarity	0.7171	NPC83019
Intermediate Similarity	0.7165	NPC6152
Intermediate Similarity	0.7158	NPC158900
Intermediate Similarity	0.7151	NPC476579
Intermediate Similarity	0.715	NPC284842
Intermediate Similarity	0.7143	NPC254957
Intermediate Similarity	0.7143	NPC284353
Intermediate Similarity	0.7135	NPC469808
Intermediate Similarity	0.7128	NPC169742
Intermediate Similarity	0.7122	NPC204580
Intermediate Similarity	0.7119	NPC167096
Intermediate Similarity	0.7112	NPC233029
Intermediate Similarity	0.7112	NPC476580
Intermediate Similarity	0.7112	NPC210148
Intermediate Similarity	0.7107	NPC85613
Intermediate Similarity	0.7097	NPC223125
Intermediate Similarity	0.7095	NPC470707
Intermediate Similarity	0.709	NPC279930
Intermediate Similarity	0.7083	NPC475393
Intermediate Similarity	0.7079	NPC166979
Intermediate Similarity	0.7079	NPC283207
Intermediate Similarity	0.7077	NPC152212
Intermediate Similarity	0.7068	NPC477559
Intermediate Similarity	0.7068	NPC232924
Intermediate Similarity	0.7068	NPC160298
Intermediate Similarity	0.7068	NPC306902
Intermediate Similarity	0.7068	NPC266753
Intermediate Similarity	0.7065	NPC214629
Intermediate Similarity	0.7056	NPC207721
Intermediate Similarity	0.7047	NPC232514
Intermediate Similarity	0.7047	NPC39103
Intermediate Similarity	0.7047	NPC2770
Intermediate Similarity	0.7047	NPC276944
Intermediate Similarity	0.7047	NPC238530
Intermediate Similarity	0.7035	NPC149285
Intermediate Similarity	0.7035	NPC220961
Intermediate Similarity	0.7021	NPC223124
Intermediate Similarity	0.7019	NPC242728
Intermediate Similarity	0.7019	NPC475654
Intermediate Similarity	0.701	NPC474858
Intermediate Similarity	0.701	NPC302741
Intermediate Similarity	0.701	NPC24264
Intermediate Similarity	0.701	NPC63152
Intermediate Similarity	0.701	NPC476432
Intermediate Similarity	0.7005	NPC2314
Intermediate Similarity	0.7	NPC194359
Intermediate Similarity	0.7	NPC474506
Intermediate Similarity	0.7	NPC32413
Intermediate Similarity	0.7	NPC28641
Remote Similarity	0.6995	NPC141440
Remote Similarity	0.6991	NPC55470
Remote Similarity	0.6985	NPC23219
Remote Similarity	0.6981	NPC257266
Remote Similarity	0.698	NPC18306
Remote Similarity	0.6979	NPC135006
Remote Similarity	0.6974	NPC247389
Remote Similarity	0.6972	NPC195120
Remote Similarity	0.6972	NPC87560
Remote Similarity	0.6971	NPC267414
Remote Similarity	0.6971	NPC123859
Remote Similarity	0.697	NPC477558
Remote Similarity	0.6966	NPC266425
Remote Similarity	0.6965	NPC73492
Remote Similarity	0.6965	NPC299990
Remote Similarity	0.6965	NPC275132
Remote Similarity	0.6965	NPC476575
Remote Similarity	0.6959	NPC247972
Remote Similarity	0.6959	NPC302527
Remote Similarity	0.6959	NPC167546
Remote Similarity	0.6959	NPC225774
Remote Similarity	0.6959	NPC16805
Remote Similarity	0.6954	NPC227683
Remote Similarity	0.695	NPC258695
Remote Similarity	0.695	NPC470879
Remote Similarity	0.6948	NPC257728
Remote Similarity	0.6947	NPC68882
Remote Similarity	0.6947	NPC187022
Remote Similarity	0.6947	NPC80129
Remote Similarity	0.6944	NPC145446
Remote Similarity	0.6944	NPC137172
Remote Similarity	0.6943	NPC257914
Remote Similarity	0.6943	NPC238405
Remote Similarity	0.6943	NPC104459
Remote Similarity	0.6935	NPC51957
Remote Similarity	0.6935	NPC112575
Remote Similarity	0.6935	NPC476144
Remote Similarity	0.6935	NPC16107
Remote Similarity	0.6935	NPC210437
Remote Similarity	0.6935	NPC106295
Remote Similarity	0.6931	NPC135772
Remote Similarity	0.6927	NPC314914
Remote Similarity	0.6927	NPC478046
Remote Similarity	0.6927	NPC321226
Remote Similarity	0.6927	NPC328856
Remote Similarity	0.6927	NPC478047
Remote Similarity	0.6927	NPC477080
Remote Similarity	0.6927	NPC180210
Remote Similarity	0.6927	NPC111485
Remote Similarity	0.6923	NPC23080
Remote Similarity	0.6923	NPC219341
Remote Similarity	0.6923	NPC193906
Remote Similarity	0.6919	NPC329992
Remote Similarity	0.6916	NPC153365
Remote Similarity	0.6915	NPC476574
Remote Similarity	0.6915	NPC477561
Remote Similarity	0.6915	NPC312918
Remote Similarity	0.6915	NPC115906
Remote Similarity	0.6915	NPC155442
Remote Similarity	0.6911	NPC133817
Remote Similarity	0.6911	NPC126519
Remote Similarity	0.6911	NPC170503
Remote Similarity	0.6911	NPC203784
Remote Similarity	0.6911	NPC476443
Remote Similarity	0.6908	NPC149962
Remote Similarity	0.6907	NPC269906

Drug Structure

NPD5457 OpenBabel08211708292D 32 36 0 0 0 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 0.8660 2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.3301 2.5000 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 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 -2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 -0.0000 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 2.5981 1.5000 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 -0.0000 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 2.2617 4.0827 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 3.0000 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 -0.8660 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 -0.0000 1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 3.0000 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 -0.8660 -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 -0.0000 4.0000 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 -2.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 -0.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 1.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 -2.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.2562 3.9781 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.8549 3.1691 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 -3.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 3 2 0 0 0 0 1 14 1 0 0 0 0 2 4 2 0 0 0 0 2 15 1 0 0 0 0 3 20 1 0 0 0 0 4 19 1 0 0 0 0 5 7 1 0 0 0 0 5 16 1 0 0 0 0 6 8 1 0 0 0 0 6 16 1 0 0 0 0 7 26 1 0 0 0 0 8 26 1 0 0 0 0 9 14 2 0 0 0 0 9 21 1 0 0 0 0 10 15 2 0 0 0 0 10 17 1 0 0 0 0 11 18 1 0 0 0 0 11 22 2 0 0 0 0 12 14 1 0 0 0 0 12 26 1 0 0 0 0 13 29 1 0 0 0 0 13 30 1 0 0 0 0 15 24 1 0 0 0 0 16 25 1 0 0 0 0 17 18 1 0 0 0 0 17 19 2 0 0 0 0 18 27 2 0 0 0 0 19 31 1 0 0 0 0 20 21 2 0 0 0 0 20 29 1 0 0 0 0 21 30 1 0 0 0 0 22 23 1 0 0 0 0 22 31 1 0 0 0 0 23 25 1 0 0 0 0 23 28 2 0 0 0 0 25 32 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB010478
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	424.14
ALogP	-1.5398
MLogP	3.11
XLogP	3.194
HDA	4
HBD	1
Rotatable Bonds	6
TPSA	77.1
RO5 Violation	0