NPASS drugs

Drug Information

Drug ID:	NPD8148
Drug Name:	Lomitapide
Molecular Formula:	C39H37F6N3O2
Canonical SMILES:	OC(=NC1CCN(CC1)CCCCC1(C(=NCC(F)(F)F)O)c2ccccc2c2c1cccc2)c1ccccc1c1ccc(cc1)C(F)(F)F
Standard InCHI:	InChI=1S/C39H37F6N3O2/c40-38(41,42)25-46-36(50)37(33-13-5-3-10-30(33)31-11-4-6-14-34(31)37)21-7-8-22-48-23-19-28(20-24-48)47-35(49)32-12-2-1-9-29(32)26-15-17-27(18-16-26)39(43,44)45/h1-6,9-18,28H,7-8,19-25H2,(H,46,50)(H,47,49)
Standard InCHIKey:	MBBCVAKAJPKAKM-UHFFFAOYSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	ChEMBL; IUPHAR/BPS

Structural Similarity Between NPASS Natural Products and NPD8148

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	211
0.1-0.2	1031
0.2-0.3	3755
0.3-0.4	10140
0.4-0.5	12471
0.5-0.6	3115
0.6-0.7	160
0.7-0.8	6
0.8-0.85	1
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	0.8195	NPC109151
Intermediate Similarity	0.7817	NPC132847
Intermediate Similarity	0.7622	NPC3202
Intermediate Similarity	0.74	NPC473922
Intermediate Similarity	0.7365	NPC153007
Intermediate Similarity	0.7134	NPC275839
Intermediate Similarity	0.7078	NPC475578
Remote Similarity	0.6972	NPC273830
Remote Similarity	0.6968	NPC44649
Remote Similarity	0.6968	NPC328824
Remote Similarity	0.6963	NPC292758
Remote Similarity	0.6963	NPC65855
Remote Similarity	0.6917	NPC211551
Remote Similarity	0.6913	NPC313663
Remote Similarity	0.6899	NPC33168
Remote Similarity	0.6892	NPC259665
Remote Similarity	0.6892	NPC89769
Remote Similarity	0.6892	NPC126859
Remote Similarity	0.6879	NPC476757
Remote Similarity	0.6826	NPC476749
Remote Similarity	0.6824	NPC124802
Remote Similarity	0.6803	NPC210950
Remote Similarity	0.6803	NPC199738
Remote Similarity	0.6757	NPC40488
Remote Similarity	0.6687	NPC217801
Remote Similarity	0.6644	NPC268763
Remote Similarity	0.6644	NPC66177
Remote Similarity	0.6644	NPC8305
Remote Similarity	0.6623	NPC246913
Remote Similarity	0.6617	NPC474582
Remote Similarity	0.6606	NPC235460
Remote Similarity	0.6585	NPC93343
Remote Similarity	0.6579	NPC149379
Remote Similarity	0.6452	NPC478140
Remote Similarity	0.6443	NPC4974
Remote Similarity	0.6434	NPC172128
Remote Similarity	0.6429	NPC476750
Remote Similarity	0.6412	NPC98187
Remote Similarity	0.641	NPC316906
Remote Similarity	0.6391	NPC311242
Remote Similarity	0.6389	NPC82963
Remote Similarity	0.6376	NPC473938
Remote Similarity	0.637	NPC469457
Remote Similarity	0.6364	NPC246904
Remote Similarity	0.6345	NPC38458
Remote Similarity	0.6345	NPC311737
Remote Similarity	0.6325	NPC26601
Remote Similarity	0.6324	NPC318154
Remote Similarity	0.6322	NPC476751
Remote Similarity	0.6319	NPC473573
Remote Similarity	0.6304	NPC474695
Remote Similarity	0.6286	NPC153690
Remote Similarity	0.6284	NPC316896
Remote Similarity	0.6277	NPC19856
Remote Similarity	0.6276	NPC472862
Remote Similarity	0.6267	NPC285394
Remote Similarity	0.6267	NPC307020
Remote Similarity	0.6258	NPC244866
Remote Similarity	0.6258	NPC254798
Remote Similarity	0.625	NPC289117
Remote Similarity	0.6218	NPC325568
Remote Similarity	0.6212	NPC265521
Remote Similarity	0.6207	NPC469719
Remote Similarity	0.6202	NPC198747
Remote Similarity	0.6181	NPC321589
Remote Similarity	0.617	NPC24101
Remote Similarity	0.617	NPC96224
Remote Similarity	0.6162	NPC476565
Remote Similarity	0.6149	NPC317272
Remote Similarity	0.6149	NPC250846
Remote Similarity	0.6149	NPC240841
Remote Similarity	0.6149	NPC268503
Remote Similarity	0.6149	NPC256012
Remote Similarity	0.6149	NPC42549
Remote Similarity	0.6148	NPC475439
Remote Similarity	0.6148	NPC473501
Remote Similarity	0.6143	NPC191215
Remote Similarity	0.6143	NPC274089
Remote Similarity	0.6131	NPC214200
Remote Similarity	0.6131	NPC228400
Remote Similarity	0.6127	NPC258056
Remote Similarity	0.6125	NPC476989
Remote Similarity	0.6124	NPC203005
Remote Similarity	0.6122	NPC299180
Remote Similarity	0.6121	NPC144863
Remote Similarity	0.6121	NPC253883
Remote Similarity	0.6121	NPC95075
Remote Similarity	0.6121	NPC90844
Remote Similarity	0.6118	NPC472414
Remote Similarity	0.6115	NPC56168
Remote Similarity	0.6108	NPC223236
Remote Similarity	0.6108	NPC259350
Remote Similarity	0.6104	NPC473322
Remote Similarity	0.6099	NPC27252
Remote Similarity	0.6099	NPC472979
Remote Similarity	0.6096	NPC317254
Remote Similarity	0.6093	NPC472415
Remote Similarity	0.609	NPC42423
Remote Similarity	0.609	NPC128645
Remote Similarity	0.6084	NPC474149
Remote Similarity	0.6084	NPC233702
Remote Similarity	0.6081	NPC470546
Remote Similarity	0.608	NPC66573
Remote Similarity	0.6074	NPC21959
Remote Similarity	0.6074	NPC25565
Remote Similarity	0.6074	NPC3371
Remote Similarity	0.6071	NPC243601
Remote Similarity	0.6069	NPC322239
Remote Similarity	0.6065	NPC271808
Remote Similarity	0.6064	NPC234318
Remote Similarity	0.6061	NPC476444
Remote Similarity	0.6056	NPC472982
Remote Similarity	0.6056	NPC64642
Remote Similarity	0.6056	NPC149455
Remote Similarity	0.6054	NPC470544
Remote Similarity	0.6053	NPC12824
Remote Similarity	0.6048	NPC219162
Remote Similarity	0.6048	NPC92541
Remote Similarity	0.6047	NPC221864
Remote Similarity	0.6042	NPC322753
Remote Similarity	0.604	NPC93071
Remote Similarity	0.604	NPC126002
Remote Similarity	0.604	NPC43275
Remote Similarity	0.6039	NPC145659
Remote Similarity	0.6039	NPC9292
Remote Similarity	0.6036	NPC18614
Remote Similarity	0.6034	NPC233650
Remote Similarity	0.6027	NPC118202
Remote Similarity	0.6026	NPC255447
Remote Similarity	0.6026	NPC183722
Remote Similarity	0.6025	NPC170170
Remote Similarity	0.6025	NPC219233
Remote Similarity	0.6025	NPC211468
Remote Similarity	0.6025	NPC243162
Remote Similarity	0.6023	NPC247639
Remote Similarity	0.6023	NPC25084
Remote Similarity	0.6023	NPC186063
Remote Similarity	0.6023	NPC29647
Remote Similarity	0.6022	NPC318805
Remote Similarity	0.6022	NPC41122
Remote Similarity	0.6015	NPC226438
Remote Similarity	0.6015	NPC79917
Remote Similarity	0.6014	NPC470545
Remote Similarity	0.6013	NPC90693
Remote Similarity	0.6013	NPC64897
Remote Similarity	0.6012	NPC230956
Remote Similarity	0.6012	NPC119649
Remote Similarity	0.6012	NPC235143
Remote Similarity	0.6012	NPC271388
Remote Similarity	0.6012	NPC475432
Remote Similarity	0.6012	NPC205255
Remote Similarity	0.6012	NPC100478
Remote Similarity	0.6012	NPC222039
Remote Similarity	0.6	NPC71271
Remote Similarity	0.6	NPC477839
Remote Similarity	0.6	NPC111428
Remote Similarity	0.6	NPC5462
Remote Similarity	0.6	NPC469666
Remote Similarity	0.6	NPC134858
Remote Similarity	0.6	NPC477156
Remote Similarity	0.6	NPC161972
Remote Similarity	0.6	NPC169743
Remote Similarity	0.6	NPC203076
Remote Similarity	0.6	NPC303045
Remote Similarity	0.6	NPC477157
Remote Similarity	0.6	NPC326232
Remote Similarity	0.6	NPC116057
Remote Similarity	0.5989	NPC230276
Remote Similarity	0.5988	NPC323123
Remote Similarity	0.5988	NPC79328
Remote Similarity	0.5988	NPC206736
Remote Similarity	0.5988	NPC195766
Remote Similarity	0.5987	NPC120172
Remote Similarity	0.5987	NPC257390
Remote Similarity	0.5986	NPC472980
Remote Similarity	0.5986	NPC142297
Remote Similarity	0.5977	NPC79402
Remote Similarity	0.5977	NPC80759
Remote Similarity	0.5976	NPC52475
Remote Similarity	0.5974	NPC476249
Remote Similarity	0.5974	NPC278097
Remote Similarity	0.5972	NPC475002
Remote Similarity	0.5972	NPC95126
Remote Similarity	0.5971	NPC239854
Remote Similarity	0.5965	NPC107602
Remote Similarity	0.5964	NPC245974
Remote Similarity	0.596	NPC71870
Remote Similarity	0.5957	NPC85381
Remote Similarity	0.5957	NPC471133
Remote Similarity	0.5956	NPC476202
Remote Similarity	0.5954	NPC216816
Remote Similarity	0.5951	NPC470925
Remote Similarity	0.5943	NPC328649
Remote Similarity	0.594	NPC316108
Remote Similarity	0.5939	NPC247298
Remote Similarity	0.5939	NPC16188
Remote Similarity	0.5935	NPC35341
Remote Similarity	0.5935	NPC283508
Remote Similarity	0.5934	NPC119068
Remote Similarity	0.5934	NPC40496

Drug Structure

NPD8148 OpenBabel08211713002D 52 57 0 0 1 0 0 0 0 0999 V2000 -1.6691 3.4614 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.2624 2.5478 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.7602 -3.3289 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.0134 -7.2522 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.0170 -2.6598 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.0189 -7.1477 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8110 -2.7244 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.2232 -1.9154 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.0813 4.2704 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.5523 -4.3071 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.6012 -6.4432 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.2679 2.4433 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.0660 -2.9688 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.6122 -6.2341 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.4955 4.8703 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0942 5.8884 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.0833 5.6794 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.6820 6.6974 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.1389 1.5297 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.5401 0.5117 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.4043 -3.6379 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.6300 -1.0018 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.4489 0.7207 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.9524 -0.2973 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.0000 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.5010 4.9749 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6765 6.5929 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.1334 1.4252 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 -0.0868 4.1658 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.6012 -4.6161 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.1945 -5.5296 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.3199 3.2523 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.8581 -3.9470 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.2000 -5.4251 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.3145 3.1478 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.5000 -0.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.9921 -4.4470 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.5000 0.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.2643 7.4019 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.5000 1.8660 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 2.6340 1.3660 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 4.5000 0.8660 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 3.1779 7.8087 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 3.0734 6.8141 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 1.8576 8.3155 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 2.0000 -0.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 1.7212 2.2342 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -0.0422 -0.1928 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 1.9022 3.9568 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.5000 -0.8660 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.4955 4.8703 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 -0.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 2 2 0 0 0 0 1 9 1 0 0 0 0 2 12 1 0 0 0 0 3 5 2 0 0 0 0 3 10 1 0 0 0 0 4 6 2 0 0 0 0 4 11 1 0 0 0 0 5 13 1 0 0 0 0 6 14 1 0 0 0 0 7 8 1 0 0 0 0 7 21 1 0 0 0 0 8 22 1 0 0 0 0 9 29 2 0 0 0 0 10 30 2 0 0 0 0 11 31 2 0 0 0 0 12 32 2 0 0 0 0 13 33 2 0 0 0 0 14 34 2 0 0 0 0 15 17 1 0 0 0 0 15 26 2 0 0 0 0 16 18 2 0 0 0 0 16 26 1 0 0 0 0 17 27 2 0 0 0 0 18 27 1 0 0 0 0 19 23 1 0 0 0 0 19 28 1 0 0 0 0 20 24 1 0 0 0 0 20 28 1 0 0 0 0 21 37 1 0 0 0 0 22 48 1 0 0 0 0 23 48 1 0 0 0 0 24 48 1 0 0 0 0 25 38 1 0 0 0 0 25 46 1 0 0 0 0 26 29 1 0 0 0 0 27 39 1 0 0 0 0 28 47 1 0 0 0 0 29 32 1 0 0 0 0 30 31 1 0 0 0 0 30 33 1 0 0 0 0 31 34 1 0 0 0 0 32 35 1 0 0 0 0 33 37 1 0 0 0 0 34 37 1 0 0 0 0 35 47 2 3 0 0 0 35 49 1 0 0 0 0 36 37 1 0 0 0 0 36 46 2 3 0 0 0 36 50 1 0 0 0 0 38 40 1 0 0 0 0 38 41 1 0 0 0 0 38 42 1 0 0 0 0 39 43 1 0 0 0 0 39 44 1 0 0 0 0 39 45 1 0 0 0 0 49 51 1 0 0 0 0 50 52 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DCL000072
DrugBank	DB08827
ChEMBL	CHEMBL354541
IUPHAR/BPS	7439
PharmaGKB	PA166114922
KEGG Drug	D09637
PubChem CID	9853053
ChEBI	72297
CAS Number	182431-12-5

Drug Properties

Molecular Weight	693.28
ALogP	0.2465
MLogP	4.54
XLogP	14.77
HDA	5
HBD	2
Rotatable Bonds	20
TPSA	68.42
RO5 Violation	2