NPASS drugs

Drug Information

Drug ID:	NPD6347
Drug Name:	Ifetroban
Molecular Formula:	C25H32N2O5
Canonical SMILES:	CCCCCN=C(c1coc(n1)[C@@H]1[C@H]2CC[C@@H]([C@@H]1Cc1ccccc1CCC(=O)O)O2)O
Standard InCHI:	InChI=1S/C25H32N2O5/c1-2-3-6-13-26-24(30)19-15-31-25(27-19)23-18(20-10-11-21(23)32-20)14-17-8-5-4-7-16(17)9-12-22(28)29/h4-5,7-8,15,18,20-21,23H,2-3,6,9-14H2,1H3,(H,26,30)(H,28,29)/t18-,20-,21+,23-/m0/s1
Standard InCHIKey:	BBPRUNPUJIUXSE-DXKRWKNPSA-N
Max Developmental Stage:	Phase 2
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD6347

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	192
0.1-0.2	943
0.2-0.3	3208
0.3-0.4	9519
0.4-0.5	13183
0.5-0.6	3650
0.6-0.7	183
0.7-0.8	12
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	0.7596	NPC49195
Intermediate Similarity	0.7285	NPC477587
Intermediate Similarity	0.7285	NPC477589
Intermediate Similarity	0.722	NPC477585
Intermediate Similarity	0.722	NPC477590
Intermediate Similarity	0.722	NPC477586
Intermediate Similarity	0.722	NPC477588
Intermediate Similarity	0.7196	NPC30527
Intermediate Similarity	0.7112	NPC211555
Intermediate Similarity	0.709	NPC12660
Intermediate Similarity	0.7059	NPC186452
Intermediate Similarity	0.7053	NPC54983
Remote Similarity	0.6789	NPC309919
Remote Similarity	0.6758	NPC315804
Remote Similarity	0.6758	NPC313804
Remote Similarity	0.6746	NPC476829
Remote Similarity	0.6667	NPC475455
Remote Similarity	0.665	NPC165538
Remote Similarity	0.6634	NPC122427
Remote Similarity	0.6622	NPC325683
Remote Similarity	0.6578	NPC37924
Remote Similarity	0.6562	NPC314633
Remote Similarity	0.6553	NPC329961
Remote Similarity	0.654	NPC295653
Remote Similarity	0.654	NPC107458
Remote Similarity	0.6533	NPC477219
Remote Similarity	0.6533	NPC476830
Remote Similarity	0.6507	NPC168135
Remote Similarity	0.6507	NPC322800
Remote Similarity	0.6507	NPC477218
Remote Similarity	0.6502	NPC314523
Remote Similarity	0.6502	NPC58001
Remote Similarity	0.6498	NPC475350
Remote Similarity	0.6498	NPC145178
Remote Similarity	0.6498	NPC14877
Remote Similarity	0.6489	NPC476827
Remote Similarity	0.6489	NPC476826
Remote Similarity	0.6489	NPC476831
Remote Similarity	0.6482	NPC314222
Remote Similarity	0.6482	NPC196449
Remote Similarity	0.6468	NPC316224
Remote Similarity	0.6463	NPC177432
Remote Similarity	0.6463	NPC299035
Remote Similarity	0.645	NPC477462
Remote Similarity	0.6435	NPC277350
Remote Similarity	0.6432	NPC208297
Remote Similarity	0.6432	NPC224395
Remote Similarity	0.6422	NPC470112
Remote Similarity	0.6422	NPC470903
Remote Similarity	0.6422	NPC167763
Remote Similarity	0.6416	NPC205372
Remote Similarity	0.6409	NPC251036
Remote Similarity	0.6406	NPC316403
Remote Similarity	0.6404	NPC476828
Remote Similarity	0.6387	NPC161801
Remote Similarity	0.6355	NPC475421
Remote Similarity	0.6339	NPC131885
Remote Similarity	0.6332	NPC186351
Remote Similarity	0.6332	NPC476832
Remote Similarity	0.633	NPC258022
Remote Similarity	0.6311	NPC320394
Remote Similarity	0.6306	NPC229348
Remote Similarity	0.6303	NPC46313
Remote Similarity	0.6303	NPC199461
Remote Similarity	0.6303	NPC103452
Remote Similarity	0.6279	NPC214428
Remote Similarity	0.6277	NPC313867
Remote Similarity	0.6277	NPC316008
Remote Similarity	0.6275	NPC209981
Remote Similarity	0.6263	NPC472923
Remote Similarity	0.6262	NPC102008
Remote Similarity	0.6257	NPC161069
Remote Similarity	0.6244	NPC269367
Remote Similarity	0.6243	NPC314358
Remote Similarity	0.6223	NPC476978
Remote Similarity	0.6223	NPC315283
Remote Similarity	0.6223	NPC314388
Remote Similarity	0.621	NPC472287
Remote Similarity	0.621	NPC472286
Remote Similarity	0.6208	NPC72715
Remote Similarity	0.6207	NPC158277
Remote Similarity	0.6207	NPC95412
Remote Similarity	0.6205	NPC316297
Remote Similarity	0.6205	NPC314817
Remote Similarity	0.6205	NPC16066
Remote Similarity	0.6205	NPC66191
Remote Similarity	0.6203	NPC269398
Remote Similarity	0.6203	NPC263493
Remote Similarity	0.6202	NPC299806
Remote Similarity	0.62	NPC471979
Remote Similarity	0.62	NPC470042
Remote Similarity	0.6199	NPC478158
Remote Similarity	0.6199	NPC469743
Remote Similarity	0.6197	NPC58112
Remote Similarity	0.6197	NPC306300
Remote Similarity	0.6197	NPC88938
Remote Similarity	0.6195	NPC314270
Remote Similarity	0.6193	NPC317572
Remote Similarity	0.6193	NPC80150
Remote Similarity	0.619	NPC140296
Remote Similarity	0.6188	NPC475778
Remote Similarity	0.6188	NPC38237
Remote Similarity	0.6186	NPC472284
Remote Similarity	0.6178	NPC240848
Remote Similarity	0.6175	NPC54537
Remote Similarity	0.6174	NPC97746
Remote Similarity	0.6171	NPC234999
Remote Similarity	0.6166	NPC162104
Remote Similarity	0.6161	NPC54744
Remote Similarity	0.616	NPC474183
Remote Similarity	0.6154	NPC472436
Remote Similarity	0.6154	NPC102593
Remote Similarity	0.6154	NPC196718
Remote Similarity	0.615	NPC192306
Remote Similarity	0.615	NPC254700
Remote Similarity	0.6145	NPC471978
Remote Similarity	0.6145	NPC230683
Remote Similarity	0.6141	NPC58209
Remote Similarity	0.6129	NPC473833
Remote Similarity	0.6128	NPC220852
Remote Similarity	0.6127	NPC26108
Remote Similarity	0.6126	NPC145113
Remote Similarity	0.6126	NPC101312
Remote Similarity	0.6126	NPC138775
Remote Similarity	0.6121	NPC106235
Remote Similarity	0.6121	NPC244536
Remote Similarity	0.6121	NPC239660
Remote Similarity	0.6118	NPC184680
Remote Similarity	0.6116	NPC474428
Remote Similarity	0.6116	NPC472098
Remote Similarity	0.6114	NPC7817
Remote Similarity	0.6114	NPC475168
Remote Similarity	0.6111	NPC14288
Remote Similarity	0.6108	NPC83241
Remote Similarity	0.6105	NPC209509
Remote Similarity	0.6105	NPC5620
Remote Similarity	0.6101	NPC289029
Remote Similarity	0.6101	NPC48323
Remote Similarity	0.6092	NPC470784
Remote Similarity	0.6092	NPC470785
Remote Similarity	0.6091	NPC297145
Remote Similarity	0.6091	NPC197743
Remote Similarity	0.6085	NPC89987
Remote Similarity	0.6081	NPC470280
Remote Similarity	0.6078	NPC319232
Remote Similarity	0.6078	NPC24370
Remote Similarity	0.6073	NPC476874
Remote Similarity	0.6073	NPC262077
Remote Similarity	0.6068	NPC95240
Remote Similarity	0.6068	NPC322135
Remote Similarity	0.6066	NPC10904
Remote Similarity	0.6062	NPC478157
Remote Similarity	0.6062	NPC2501
Remote Similarity	0.6059	NPC196091
Remote Similarity	0.6058	NPC160100
Remote Similarity	0.6053	NPC281049
Remote Similarity	0.6052	NPC118559
Remote Similarity	0.6052	NPC124920
Remote Similarity	0.6052	NPC34580
Remote Similarity	0.6052	NPC304307
Remote Similarity	0.6051	NPC122590
Remote Similarity	0.605	NPC285343
Remote Similarity	0.6049	NPC279871
Remote Similarity	0.6048	NPC315542
Remote Similarity	0.6042	NPC225648
Remote Similarity	0.6042	NPC329761
Remote Similarity	0.604	NPC282346
Remote Similarity	0.6033	NPC180668
Remote Similarity	0.6033	NPC471013
Remote Similarity	0.6033	NPC148896
Remote Similarity	0.6032	NPC472435
Remote Similarity	0.6032	NPC475301
Remote Similarity	0.6032	NPC326930
Remote Similarity	0.6026	NPC298436
Remote Similarity	0.6026	NPC100547
Remote Similarity	0.602	NPC470902
Remote Similarity	0.6019	NPC282092
Remote Similarity	0.6017	NPC478141
Remote Similarity	0.6017	NPC166712
Remote Similarity	0.6017	NPC321592
Remote Similarity	0.6017	NPC54803
Remote Similarity	0.6017	NPC475196
Remote Similarity	0.6011	NPC476133
Remote Similarity	0.6011	NPC98424
Remote Similarity	0.6011	NPC470884
Remote Similarity	0.6011	NPC178662
Remote Similarity	0.6011	NPC92784
Remote Similarity	0.601	NPC24990
Remote Similarity	0.6008	NPC13603
Remote Similarity	0.6	NPC472119
Remote Similarity	0.6	NPC185197
Remote Similarity	0.6	NPC155143
Remote Similarity	0.6	NPC223409
Remote Similarity	0.6	NPC294951
Remote Similarity	0.6	NPC137627
Remote Similarity	0.5992	NPC188400
Remote Similarity	0.5992	NPC323198
Remote Similarity	0.5992	NPC208364
Remote Similarity	0.5992	NPC284888
Remote Similarity	0.5992	NPC323752

Drug Structure

NPD6347 OpenBabel08211709092D 34 37 0 0 1 0 0 0 0 0999 V2000 5.1157 -0.9845 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.1157 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.2631 0.4923 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.3549 3.6289 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.3604 3.7335 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4105 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.7616 2.7154 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.7726 2.9244 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5806 0.9928 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8518 0.5128 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.2640 -0.2962 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.5751 0.8883 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5578 0.4923 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.5915 1.2019 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.9499 0.3965 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.1738 1.9064 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.1793 2.0109 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.9983 0.2883 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -2.0545 -0.5981 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.8028 0.2038 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 0.8518 -1.1053 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 4.1629 1.6973 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.5227 -0.3662 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 0.8526 0.4923 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.4718 -0.2616 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7052 -0.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -1.1409 -1.0048 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 3.7561 2.6109 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 5.1574 1.5928 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 -0.9718 0.6044 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.8028 -0.7962 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 5.7452 2.4018 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -0.9845 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 2 1 0 0 0 0 2 3 1 0 0 0 0 3 6 1 0 0 0 0 4 5 2 0 0 0 0 4 7 1 0 0 0 0 5 8 1 0 0 0 0 6 13 1 0 0 0 0 7 16 2 0 0 0 0 8 17 2 0 0 0 0 9 12 1 0 0 0 0 9 16 1 0 0 0 0 10 11 1 0 0 0 0 12 22 1 0 0 0 0 13 26 1 0 0 0 0 14 17 1 0 0 0 0 15 19 2 0 0 0 0 15 31 1 0 0 0 0 16 17 1 0 0 0 0 18 14 1 1 0 0 0 18 20 1 0 0 0 0 18 23 1 0 0 0 0 19 24 1 0 0 0 0 19 27 1 0 0 0 0 20 10 1 6 0 0 0 20 32 1 0 0 0 0 21 11 1 6 0 0 0 21 23 1 0 0 0 0 21 32 1 0 0 0 0 22 28 2 0 0 0 0 22 29 1 0 0 0 0 23 25 1 1 0 0 0 24 26 2 3 0 0 0 24 30 1 0 0 0 0 25 27 2 0 0 0 0 25 31 1 0 0 0 0 29 33 1 0 0 0 0 30 34 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DCL000275
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	3037233
ChEBI
CAS Number

Drug Properties

Molecular Weight	440.23
ALogP	-2.5255
MLogP	3.44
XLogP	6.078
HDA	6
HBD	2
Rotatable Bonds	14
TPSA	105.15
RO5 Violation	2