NPASS drugs

Drug Information

Drug ID:	NPD4083
Drug Name:	ecabapide
Molecular Formula:	C20H25N3O4
Canonical SMILES:	COc1ccc(cc1OC)CCN=C(CNc1cccc(c1)C(=NC)O)O
Standard InCHI:	InChI=1S/C20H25N3O4/c1-21-20(25)15-5-4-6-16(12-15)23-13-19(24)22-10-9-14-7-8-17(26-2)18(11-14)27-3/h4-8,11-12,23H,9-10,13H2,1-3H3,(H,21,25)(H,22,24)
Standard InCHIKey:	JTAGHJPZEDNHHA-UHFFFAOYSA-N
Max Developmental Stage:	Discontinued
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD4083

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	221
0.1-0.2	1363
0.2-0.3	8759
0.3-0.4	3763
0.4-0.5	6469
0.5-0.6	7940
0.6-0.7	2106
0.7-0.8	269
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	0.7818	NPC60538
Intermediate Similarity	0.7818	NPC207824
Intermediate Similarity	0.7772	NPC266931
Intermediate Similarity	0.7727	NPC301713
Intermediate Similarity	0.7725	NPC76213
Intermediate Similarity	0.7725	NPC277669
Intermediate Similarity	0.7707	NPC93882
Intermediate Similarity	0.7707	NPC214869
Intermediate Similarity	0.7707	NPC130595
Intermediate Similarity	0.7706	NPC235628
Intermediate Similarity	0.7658	NPC6854
Intermediate Similarity	0.7658	NPC313737
Intermediate Similarity	0.7658	NPC285078
Intermediate Similarity	0.7643	NPC114102
Intermediate Similarity	0.7633	NPC2295
Intermediate Similarity	0.7633	NPC477564
Intermediate Similarity	0.7624	NPC276674
Intermediate Similarity	0.7624	NPC33902
Intermediate Similarity	0.7614	NPC312872
Intermediate Similarity	0.761	NPC218530
Intermediate Similarity	0.758	NPC35961
Intermediate Similarity	0.758	NPC52029
Intermediate Similarity	0.758	NPC195749
Intermediate Similarity	0.7564	NPC172403
Intermediate Similarity	0.756	NPC13397
Intermediate Similarity	0.7541	NPC320088
Intermediate Similarity	0.7539	NPC473422
Intermediate Similarity	0.7532	NPC308885
Intermediate Similarity	0.7532	NPC255550
Intermediate Similarity	0.7528	NPC285941
Intermediate Similarity	0.7516	NPC155838
Intermediate Similarity	0.7515	NPC294249
Intermediate Similarity	0.7514	NPC195268
Intermediate Similarity	0.7514	NPC133140
Intermediate Similarity	0.75	NPC260118
Intermediate Similarity	0.75	NPC310894
Intermediate Similarity	0.7487	NPC473460
Intermediate Similarity	0.7471	NPC24954
Intermediate Similarity	0.747	NPC185838
Intermediate Similarity	0.7469	NPC41473
Intermediate Similarity	0.7469	NPC253429
Intermediate Similarity	0.7469	NPC14600
Intermediate Similarity	0.7469	NPC312770
Intermediate Similarity	0.7469	NPC160607
Intermediate Similarity	0.7469	NPC204848
Intermediate Similarity	0.7459	NPC215747
Intermediate Similarity	0.7459	NPC192939
Intermediate Similarity	0.7458	NPC66573
Intermediate Similarity	0.7452	NPC153990
Intermediate Similarity	0.7452	NPC251571
Intermediate Similarity	0.7452	NPC186898
Intermediate Similarity	0.7444	NPC265383
Intermediate Similarity	0.7442	NPC37205
Intermediate Similarity	0.7442	NPC160931
Intermediate Similarity	0.744	NPC476571
Intermediate Similarity	0.744	NPC246587
Intermediate Similarity	0.744	NPC135538
Intermediate Similarity	0.744	NPC24233
Intermediate Similarity	0.744	NPC428
Intermediate Similarity	0.744	NPC147390
Intermediate Similarity	0.7438	NPC160692
Intermediate Similarity	0.7435	NPC199277
Intermediate Similarity	0.7435	NPC135887
Intermediate Similarity	0.7423	NPC299583
Intermediate Similarity	0.7412	NPC476568
Intermediate Similarity	0.7403	NPC190461
Intermediate Similarity	0.7386	NPC121275
Intermediate Similarity	0.7386	NPC284183
Intermediate Similarity	0.7386	NPC4138
Intermediate Similarity	0.7381	NPC476151
Intermediate Similarity	0.7381	NPC179825
Intermediate Similarity	0.7381	NPC321505
Intermediate Similarity	0.7381	NPC191376
Intermediate Similarity	0.738	NPC78284
Intermediate Similarity	0.7378	NPC314113
Intermediate Similarity	0.7377	NPC28425
Intermediate Similarity	0.7376	NPC280272
Intermediate Similarity	0.7368	NPC275027
Intermediate Similarity	0.7363	NPC311936
Intermediate Similarity	0.736	NPC316981
Intermediate Similarity	0.7356	NPC216816
Intermediate Similarity	0.7355	NPC471315
Intermediate Similarity	0.7355	NPC298486
Intermediate Similarity	0.7355	NPC471314
Intermediate Similarity	0.7351	NPC477186
Intermediate Similarity	0.7348	NPC287588
Intermediate Similarity	0.7345	NPC81247
Intermediate Similarity	0.7345	NPC476573
Intermediate Similarity	0.7345	NPC35627
Intermediate Similarity	0.7333	NPC328750
Intermediate Similarity	0.7333	NPC323204
Intermediate Similarity	0.7333	NPC188163
Intermediate Similarity	0.7333	NPC228040
Intermediate Similarity	0.7333	NPC213206
Intermediate Similarity	0.7333	NPC474915
Intermediate Similarity	0.733	NPC25897
Intermediate Similarity	0.7323	NPC162530
Intermediate Similarity	0.7322	NPC119579
Intermediate Similarity	0.7312	NPC474904
Intermediate Similarity	0.7294	NPC103379
Intermediate Similarity	0.7294	NPC477565
Intermediate Similarity	0.7283	NPC80129
Intermediate Similarity	0.7283	NPC187022
Intermediate Similarity	0.7278	NPC108434
Intermediate Similarity	0.7278	NPC475215
Intermediate Similarity	0.7277	NPC476582
Intermediate Similarity	0.7277	NPC4071
Intermediate Similarity	0.7277	NPC212163
Intermediate Similarity	0.7277	NPC476578
Intermediate Similarity	0.7273	NPC314682
Intermediate Similarity	0.7273	NPC477837
Intermediate Similarity	0.7273	NPC202605
Intermediate Similarity	0.7273	NPC112206
Intermediate Similarity	0.7273	NPC477838
Intermediate Similarity	0.7267	NPC18614
Intermediate Similarity	0.7263	NPC314948
Intermediate Similarity	0.7262	NPC5462
Intermediate Similarity	0.7256	NPC193528
Intermediate Similarity	0.7251	NPC220858
Intermediate Similarity	0.7251	NPC97221
Intermediate Similarity	0.7251	NPC151895
Intermediate Similarity	0.7251	NPC192768
Intermediate Similarity	0.7251	NPC88249
Intermediate Similarity	0.7243	NPC204385
Intermediate Similarity	0.7241	NPC170503
Intermediate Similarity	0.7241	NPC126519
Intermediate Similarity	0.7241	NPC203784
Intermediate Similarity	0.7238	NPC66341
Intermediate Similarity	0.7238	NPC477020
Intermediate Similarity	0.7238	NPC192135
Intermediate Similarity	0.7234	NPC79213
Intermediate Similarity	0.7228	NPC179704
Intermediate Similarity	0.7225	NPC10875
Intermediate Similarity	0.7225	NPC10730
Intermediate Similarity	0.7222	NPC477562
Intermediate Similarity	0.7222	NPC69712
Intermediate Similarity	0.7222	NPC109925
Intermediate Similarity	0.7222	NPC26240
Intermediate Similarity	0.7219	NPC296742
Intermediate Similarity	0.7215	NPC318965
Intermediate Similarity	0.7213	NPC206201
Intermediate Similarity	0.7212	NPC296898
Intermediate Similarity	0.7209	NPC52475
Intermediate Similarity	0.7208	NPC43275
Intermediate Similarity	0.7207	NPC471604
Intermediate Similarity	0.7204	NPC219170
Intermediate Similarity	0.7204	NPC180253
Intermediate Similarity	0.7202	NPC295676
Intermediate Similarity	0.7197	NPC140359
Intermediate Similarity	0.7197	NPC13020
Intermediate Similarity	0.7196	NPC307963
Intermediate Similarity	0.7195	NPC301050
Intermediate Similarity	0.7195	NPC131204
Intermediate Similarity	0.7189	NPC249405
Intermediate Similarity	0.7189	NPC276060
Intermediate Similarity	0.7188	NPC271808
Intermediate Similarity	0.7186	NPC100478
Intermediate Similarity	0.7186	NPC222039
Intermediate Similarity	0.7184	NPC193949
Intermediate Similarity	0.7184	NPC2413
Intermediate Similarity	0.7184	NPC54379
Intermediate Similarity	0.7184	NPC295691
Intermediate Similarity	0.7184	NPC127674
Intermediate Similarity	0.7184	NPC172765
Intermediate Similarity	0.7184	NPC207757
Intermediate Similarity	0.7184	NPC278799
Intermediate Similarity	0.7184	NPC5238
Intermediate Similarity	0.7184	NPC39701
Intermediate Similarity	0.7184	NPC469817
Intermediate Similarity	0.7184	NPC249797
Intermediate Similarity	0.7184	NPC184026
Intermediate Similarity	0.7184	NPC204828
Intermediate Similarity	0.7184	NPC110416
Intermediate Similarity	0.7184	NPC189266
Intermediate Similarity	0.7184	NPC276588
Intermediate Similarity	0.7179	NPC476581
Intermediate Similarity	0.7179	NPC36229
Intermediate Similarity	0.7179	NPC16452
Intermediate Similarity	0.7178	NPC173080
Intermediate Similarity	0.7176	NPC115144
Intermediate Similarity	0.7176	NPC277857
Intermediate Similarity	0.7173	NPC478049
Intermediate Similarity	0.7166	NPC224293
Intermediate Similarity	0.7161	NPC471308
Intermediate Similarity	0.7161	NPC17388
Intermediate Similarity	0.7161	NPC53596
Intermediate Similarity	0.7161	NPC160120
Intermediate Similarity	0.7161	NPC289330
Intermediate Similarity	0.7159	NPC72291
Intermediate Similarity	0.7152	NPC254610
Intermediate Similarity	0.7143	NPC136860
Intermediate Similarity	0.7143	NPC476567
Intermediate Similarity	0.7143	NPC128019
Intermediate Similarity	0.7143	NPC160193
Intermediate Similarity	0.7135	NPC475393
Intermediate Similarity	0.7135	NPC233650
Intermediate Similarity	0.7135	NPC17677
Intermediate Similarity	0.7134	NPC11147
Intermediate Similarity	0.7128	NPC312531
Intermediate Similarity	0.7128	NPC223427

Drug Structure

NPD4083 OpenBabel08211704332D 30 31 0 0 0 0 0 0 0 0999 V2000 -11.2583 -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 -7.7942 -3.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -8.6603 -3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.9282 -3.0000 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 1.5000 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 -2.5981 -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 -7.7942 -1.5000 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 -1.7321 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -8.6603 -2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.9282 -2.0000 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 0.0000 -0.0000 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 -9.5263 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -10.3923 -2.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 -2.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -6.0622 -1.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -4.3301 -0.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -9.5263 -0.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 1.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 -0.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -6.0622 -0.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 -0.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -8.6603 -0.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 21 1 0 0 0 0 2 26 1 0 0 0 0 3 27 1 0 0 0 0 4 5 2 0 0 0 0 4 6 1 0 0 0 0 5 15 1 0 0 0 0 6 16 2 0 0 0 0 7 8 2 0 0 0 0 7 14 1 0 0 0 0 8 17 1 0 0 0 0 9 10 1 0 0 0 0 9 14 1 0 0 0 0 10 22 1 0 0 0 0 11 14 2 0 0 0 0 11 18 1 0 0 0 0 12 15 2 0 0 0 0 12 16 1 0 0 0 0 13 19 1 0 0 0 0 13 23 1 0 0 0 0 15 20 1 0 0 0 0 16 23 1 0 0 0 0 17 18 2 0 0 0 0 17 26 1 0 0 0 0 18 27 1 0 0 0 0 19 22 2 3 0 0 0 19 24 1 0 0 0 0 20 21 2 3 0 0 0 20 25 1 0 0 0 0 23 28 1 0 0 0 0 24 29 1 0 0 0 0 25 30 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB012444
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	371.18
ALogP	-1.08
MLogP	2.89
XLogP	3.102
HDA	5
HBD	3
Rotatable Bonds	14
TPSA	95.67
RO5 Violation	0