NPASS drugs

Drug Information

Drug ID:	NPD6519
Drug Name:	Emricasan
Molecular Formula:	C26H27F4N3O7
Canonical SMILES:	OC(=O)C[C@@H](C(=O)COc1c(F)c(F)cc(c1F)F)N=C([C@@H](NC(=O)C(=O)Nc1ccccc1C(C)(C)C)C)O
Standard InCHI:	InChI=1S/C26H27F4N3O7/c1-12(31-24(38)25(39)32-16-8-6-5-7-13(16)26(2,3)4)23(37)33-17(10-19(35)36)18(34)11-40-22-20(29)14(27)9-15(28)21(22)30/h5-9,12,17H,10-11H2,1-4H3,(H,31,38)(H,32,39)(H,33,37)(H,35,36)/t12-,17-/m0/s1
Standard InCHIKey:	SCVHJVCATBPIHN-SJCJKPOMSA-N
Max Developmental Stage:	Phase 2
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD6519

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	196
0.1-0.2	1095
0.2-0.3	5262
0.3-0.4	7386
0.4-0.5	11283
0.5-0.6	4997
0.6-0.7	669
0.7-0.8	2
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	0.7115	NPC311357
Intermediate Similarity	0.7081	NPC473460
Remote Similarity	0.695	NPC469831
Remote Similarity	0.6927	NPC204970
Remote Similarity	0.6915	NPC469829
Remote Similarity	0.6912	NPC174629
Remote Similarity	0.6907	NPC473502
Remote Similarity	0.6897	NPC469830
Remote Similarity	0.6895	NPC77777
Remote Similarity	0.6891	NPC189116
Remote Similarity	0.6887	NPC473422
Remote Similarity	0.6872	NPC186617
Remote Similarity	0.6845	NPC324081
Remote Similarity	0.6842	NPC100863
Remote Similarity	0.6839	NPC289776
Remote Similarity	0.6839	NPC191863
Remote Similarity	0.6839	NPC133470
Remote Similarity	0.6837	NPC471568
Remote Similarity	0.6837	NPC477160
Remote Similarity	0.6837	NPC473693
Remote Similarity	0.6829	NPC474059
Remote Similarity	0.6798	NPC299806
Remote Similarity	0.6787	NPC219397
Remote Similarity	0.6771	NPC319320
Remote Similarity	0.6771	NPC287757
Remote Similarity	0.6769	NPC254700
Remote Similarity	0.6748	NPC283207
Remote Similarity	0.6745	NPC214368
Remote Similarity	0.6742	NPC303658
Remote Similarity	0.6729	NPC87714
Remote Similarity	0.6725	NPC323752
Remote Similarity	0.6724	NPC475816
Remote Similarity	0.6719	NPC315257
Remote Similarity	0.6714	NPC314948
Remote Similarity	0.6711	NPC122886
Remote Similarity	0.6699	NPC243626
Remote Similarity	0.6699	NPC230313
Remote Similarity	0.6696	NPC194740
Remote Similarity	0.6683	NPC39822
Remote Similarity	0.6682	NPC66191
Remote Similarity	0.6682	NPC471561
Remote Similarity	0.6682	NPC314817
Remote Similarity	0.6682	NPC316297
Remote Similarity	0.6681	NPC319232
Remote Similarity	0.6681	NPC24370
Remote Similarity	0.6667	NPC472330
Remote Similarity	0.6667	NPC472329
Remote Similarity	0.6652	NPC323198
Remote Similarity	0.6652	NPC284888
Remote Similarity	0.6651	NPC471825
Remote Similarity	0.6651	NPC14339
Remote Similarity	0.6649	NPC9373
Remote Similarity	0.6638	NPC184680
Remote Similarity	0.6636	NPC474077
Remote Similarity	0.6635	NPC478049
Remote Similarity	0.6634	NPC315542
Remote Similarity	0.6634	NPC235194
Remote Similarity	0.6633	NPC471648
Remote Similarity	0.6622	NPC471197
Remote Similarity	0.662	NPC246140
Remote Similarity	0.662	NPC195787
Remote Similarity	0.6618	NPC314659
Remote Similarity	0.6614	NPC132771
Remote Similarity	0.6614	NPC254798
Remote Similarity	0.6609	NPC474192
Remote Similarity	0.6609	NPC475720
Remote Similarity	0.6609	NPC470784
Remote Similarity	0.6609	NPC470785
Remote Similarity	0.6594	NPC223409
Remote Similarity	0.6592	NPC471198
Remote Similarity	0.6583	NPC196091
Remote Similarity	0.6579	NPC304307
Remote Similarity	0.6579	NPC118559
Remote Similarity	0.6579	NPC124920
Remote Similarity	0.6579	NPC34580
Remote Similarity	0.6577	NPC234772
Remote Similarity	0.6571	NPC203972
Remote Similarity	0.6569	NPC197335
Remote Similarity	0.6566	NPC471652
Remote Similarity	0.6564	NPC301163
Remote Similarity	0.6552	NPC475421
Remote Similarity	0.655	NPC100547
Remote Similarity	0.6548	NPC472923
Remote Similarity	0.6541	NPC476475
Remote Similarity	0.654	NPC198401
Remote Similarity	0.6537	NPC321592
Remote Similarity	0.6537	NPC54803
Remote Similarity	0.6533	NPC128115
Remote Similarity	0.6533	NPC323969
Remote Similarity	0.6524	NPC291173
Remote Similarity	0.6522	NPC87391
Remote Similarity	0.6522	NPC322135
Remote Similarity	0.6522	NPC95240
Remote Similarity	0.6516	NPC127996
Remote Similarity	0.6515	NPC70172
Remote Similarity	0.6514	NPC478075
Remote Similarity	0.6509	NPC473105
Remote Similarity	0.6507	NPC261251
Remote Similarity	0.6498	NPC316224
Remote Similarity	0.6494	NPC14288
Remote Similarity	0.6493	NPC328763
Remote Similarity	0.6488	NPC472163
Remote Similarity	0.6486	NPC287358
Remote Similarity	0.6484	NPC285192
Remote Similarity	0.6482	NPC314861
Remote Similarity	0.6482	NPC127362
Remote Similarity	0.6478	NPC311906
Remote Similarity	0.6477	NPC39431
Remote Similarity	0.6476	NPC28510
Remote Similarity	0.6476	NPC148124
Remote Similarity	0.6476	NPC22476
Remote Similarity	0.6476	NPC477526
Remote Similarity	0.6473	NPC305984
Remote Similarity	0.6473	NPC473007
Remote Similarity	0.6471	NPC194671
Remote Similarity	0.6471	NPC326333
Remote Similarity	0.6471	NPC471532
Remote Similarity	0.6471	NPC269750
Remote Similarity	0.6468	NPC477161
Remote Similarity	0.6463	NPC214142
Remote Similarity	0.6462	NPC207675
Remote Similarity	0.6462	NPC212699
Remote Similarity	0.646	NPC472099
Remote Similarity	0.6457	NPC189661
Remote Similarity	0.6456	NPC470112
Remote Similarity	0.6456	NPC470903
Remote Similarity	0.6456	NPC167763
Remote Similarity	0.6448	NPC470392
Remote Similarity	0.6447	NPC68650
Remote Similarity	0.6445	NPC473004
Remote Similarity	0.6436	NPC73280
Remote Similarity	0.6436	NPC248670
Remote Similarity	0.6436	NPC285622
Remote Similarity	0.6435	NPC473458
Remote Similarity	0.6432	NPC99724
Remote Similarity	0.6432	NPC61004
Remote Similarity	0.6429	NPC152768
Remote Similarity	0.6429	NPC473008
Remote Similarity	0.6429	NPC148183
Remote Similarity	0.6425	NPC25961
Remote Similarity	0.6422	NPC268077
Remote Similarity	0.6419	NPC231924
Remote Similarity	0.6419	NPC21638
Remote Similarity	0.6418	NPC40234
Remote Similarity	0.6418	NPC46009
Remote Similarity	0.6416	NPC288110
Remote Similarity	0.6413	NPC326027
Remote Similarity	0.6411	NPC21425
Remote Similarity	0.641	NPC245055
Remote Similarity	0.641	NPC33064
Remote Similarity	0.6409	NPC330683
Remote Similarity	0.6409	NPC329567
Remote Similarity	0.6409	NPC205926
Remote Similarity	0.6408	NPC270301
Remote Similarity	0.6404	NPC478141
Remote Similarity	0.6404	NPC476227
Remote Similarity	0.6404	NPC164608
Remote Similarity	0.6404	NPC158277
Remote Similarity	0.6398	NPC475411
Remote Similarity	0.6398	NPC248822
Remote Similarity	0.6396	NPC469243
Remote Similarity	0.6394	NPC138083
Remote Similarity	0.6384	NPC50562
Remote Similarity	0.6372	NPC248601
Remote Similarity	0.6372	NPC96321
Remote Similarity	0.6372	NPC323662
Remote Similarity	0.6372	NPC473041
Remote Similarity	0.6364	NPC248903
Remote Similarity	0.6364	NPC165964
Remote Similarity	0.6364	NPC262725
Remote Similarity	0.6356	NPC67658
Remote Similarity	0.6356	NPC471531
Remote Similarity	0.6355	NPC273755
Remote Similarity	0.6355	NPC306804
Remote Similarity	0.6351	NPC61332
Remote Similarity	0.6351	NPC64140
Remote Similarity	0.6351	NPC240130
Remote Similarity	0.6351	NPC174122
Remote Similarity	0.635	NPC470069
Remote Similarity	0.635	NPC52059
Remote Similarity	0.6346	NPC97584
Remote Similarity	0.6339	NPC74562
Remote Similarity	0.6339	NPC151781
Remote Similarity	0.6339	NPC316181
Remote Similarity	0.6338	NPC470485
Remote Similarity	0.633	NPC1464
Remote Similarity	0.6329	NPC82472
Remote Similarity	0.6329	NPC474183
Remote Similarity	0.6329	NPC301501
Remote Similarity	0.6329	NPC151171
Remote Similarity	0.6327	NPC244425
Remote Similarity	0.6327	NPC126556
Remote Similarity	0.6327	NPC15384
Remote Similarity	0.6324	NPC471165
Remote Similarity	0.6324	NPC279871
Remote Similarity	0.6321	NPC203628
Remote Similarity	0.6321	NPC242000
Remote Similarity	0.632	NPC26928
Remote Similarity	0.6318	NPC469722
Remote Similarity	0.6318	NPC107938

Drug Structure

NPD6519 OpenBabel08211710072D 44 45 0 0 1 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 -10.8923 0.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -9.8923 0.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -11.2583 -0.5000 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 -7.7942 -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 -7.7942 -0.5000 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 -3.4641 1.0000 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 -5.1962 1.0000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -9.5263 -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 1.7321 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -8.6603 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 1 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 0.0000 1.0000 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 0.0000 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.1962 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.9282 1.0000 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 -10.3923 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 2.5000 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 -0.5000 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 1.5000 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 -1.5000 0.0000 F 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 -8.6603 1.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -4.3301 -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 1.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 2.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -6.0622 -0.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -6.9282 0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -7.7942 2.5000 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 2.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -9.5263 1.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 3.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -6.0622 -1.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 2 26 1 0 0 0 0 3 26 1 0 0 0 0 4 26 1 0 0 0 0 5 6 2 0 0 0 0 5 7 1 0 0 0 0 6 8 1 0 0 0 0 7 13 2 0 0 0 0 8 16 2 0 0 0 0 9 14 2 0 0 0 0 9 15 1 0 0 0 0 10 19 1 0 0 0 0 11 18 1 0 0 0 0 11 40 1 0 0 0 0 12 1 1 1 0 0 0 12 23 1 0 0 0 0 12 31 1 0 0 0 0 13 16 1 0 0 0 0 13 26 1 0 0 0 0 14 20 1 0 0 0 0 14 27 1 0 0 0 0 15 21 2 0 0 0 0 15 28 1 0 0 0 0 16 32 1 0 0 0 0 17 10 1 1 0 0 0 17 18 1 0 0 0 0 17 33 1 0 0 0 0 18 34 2 0 0 0 0 19 35 2 0 0 0 0 19 36 1 0 0 0 0 20 22 2 0 0 0 0 20 29 1 0 0 0 0 21 22 1 0 0 0 0 21 30 1 0 0 0 0 22 40 1 0 0 0 0 23 33 2 3 0 0 0 23 37 1 0 0 0 0 24 25 1 0 0 0 0 24 31 1 0 0 0 0 24 38 2 0 0 0 0 25 32 1 0 0 0 0 25 39 2 0 0 0 0 31 41 1 0 0 0 0 32 42 1 0 0 0 0 36 43 1 0 0 0 0 37 44 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DNCL002853
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	12000240
ChEBI
CAS Number

Drug Properties

Molecular Weight	569.18
ALogP	1.0362
MLogP	2.78
XLogP	4.048
HDA	9
HBD	4
Rotatable Bonds	24
TPSA	154.39
RO5 Violation	1