NPASS drugs

Drug Information

Drug ID:	NPD4982
Drug Name:	rimacalib
Molecular Formula:	C22H23FN4O2
Canonical SMILES:	N=C(N1CCOCC1)Nc1onc(c1)[C@H](c1ccc(c(c1)F)c1ccccc1)C
Standard InCHI:	InChI=1S/C22H23FN4O2/c1-15(17-7-8-18(19(23)13-17)16-5-3-2-4-6-16)20-14-21(29-26-20)25-22(24)27-9-11-28-12-10-27/h2-8,13-15H,9-12H2,1H3,(H2,24,25)/t15-/m0/s1
Standard InCHIKey:	MYTIJGWONQOOLC-HNNXBMFYSA-N
Max Developmental Stage:	Discontinued
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD4982

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	331
0.1-0.2	1869
0.2-0.3	9817
0.3-0.4	9497
0.4-0.5	6375
0.5-0.6	2738
0.6-0.7	262
0.7-0.8	1
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	0.7005	NPC243850
Remote Similarity	0.687	NPC471762
Remote Similarity	0.6826	NPC257851
Remote Similarity	0.6753	NPC157931
Remote Similarity	0.6726	NPC471197
Remote Similarity	0.6724	NPC66777
Remote Similarity	0.6714	NPC17273
Remote Similarity	0.6714	NPC141612
Remote Similarity	0.6714	NPC135601
Remote Similarity	0.6696	NPC471198
Remote Similarity	0.6652	NPC220851
Remote Similarity	0.6652	NPC15384
Remote Similarity	0.6652	NPC244425
Remote Similarity	0.6634	NPC177261
Remote Similarity	0.6622	NPC471155
Remote Similarity	0.6622	NPC472538
Remote Similarity	0.6592	NPC270241
Remote Similarity	0.6577	NPC225400
Remote Similarity	0.655	NPC248601
Remote Similarity	0.6547	NPC470786
Remote Similarity	0.6518	NPC285192
Remote Similarity	0.6462	NPC21429
Remote Similarity	0.6458	NPC184225
Remote Similarity	0.6453	NPC471615
Remote Similarity	0.645	NPC48317
Remote Similarity	0.6438	NPC472542
Remote Similarity	0.6438	NPC472541
Remote Similarity	0.6429	NPC471191
Remote Similarity	0.6422	NPC323969
Remote Similarity	0.6419	NPC477979
Remote Similarity	0.6404	NPC153980
Remote Similarity	0.6404	NPC6865
Remote Similarity	0.6393	NPC470787
Remote Similarity	0.6393	NPC472539
Remote Similarity	0.6393	NPC472540
Remote Similarity	0.6391	NPC322064
Remote Similarity	0.6391	NPC330009
Remote Similarity	0.6391	NPC471192
Remote Similarity	0.6388	NPC471304
Remote Similarity	0.6388	NPC123839
Remote Similarity	0.6383	NPC125597
Remote Similarity	0.6364	NPC470548
Remote Similarity	0.636	NPC72956
Remote Similarity	0.6356	NPC24370
Remote Similarity	0.6356	NPC319232
Remote Similarity	0.6355	NPC133003
Remote Similarity	0.6352	NPC272174
Remote Similarity	0.635	NPC117032
Remote Similarity	0.6346	NPC355
Remote Similarity	0.6339	NPC295548
Remote Similarity	0.6336	NPC473041
Remote Similarity	0.633	NPC472113
Remote Similarity	0.6329	NPC124920
Remote Similarity	0.6329	NPC34580
Remote Similarity	0.6329	NPC118559
Remote Similarity	0.6329	NPC478078
Remote Similarity	0.6329	NPC304307
Remote Similarity	0.6325	NPC474896
Remote Similarity	0.6321	NPC88110
Remote Similarity	0.632	NPC469928
Remote Similarity	0.6318	NPC245916
Remote Similarity	0.6306	NPC106118
Remote Similarity	0.6303	NPC100547
Remote Similarity	0.63	NPC266249
Remote Similarity	0.6298	NPC31097
Remote Similarity	0.6295	NPC303374
Remote Similarity	0.6282	NPC472099
Remote Similarity	0.6281	NPC477549
Remote Similarity	0.6276	NPC223409
Remote Similarity	0.6276	NPC322135
Remote Similarity	0.6276	NPC95240
Remote Similarity	0.6267	NPC317572
Remote Similarity	0.6266	NPC323198
Remote Similarity	0.6266	NPC284888
Remote Similarity	0.6266	NPC323752
Remote Similarity	0.6266	NPC96321
Remote Similarity	0.6261	NPC264176
Remote Similarity	0.6261	NPC261251
Remote Similarity	0.6261	NPC471194
Remote Similarity	0.6261	NPC471193
Remote Similarity	0.6256	NPC55493
Remote Similarity	0.6256	NPC63370
Remote Similarity	0.6256	NPC36836
Remote Similarity	0.6255	NPC473317
Remote Similarity	0.6255	NPC314882
Remote Similarity	0.625	NPC74969
Remote Similarity	0.625	NPC260434
Remote Similarity	0.625	NPC471944
Remote Similarity	0.625	NPC14288
Remote Similarity	0.625	NPC148183
Remote Similarity	0.625	NPC152768
Remote Similarity	0.6239	NPC329858
Remote Similarity	0.6239	NPC472112
Remote Similarity	0.6227	NPC472295
Remote Similarity	0.6227	NPC81802
Remote Similarity	0.6227	NPC247735
Remote Similarity	0.6227	NPC45850
Remote Similarity	0.6227	NPC269886
Remote Similarity	0.6227	NPC472210
Remote Similarity	0.6226	NPC474081
Remote Similarity	0.6224	NPC54803
Remote Similarity	0.6224	NPC321592
Remote Similarity	0.6223	NPC305984
Remote Similarity	0.6218	NPC214142
Remote Similarity	0.6203	NPC122436
Remote Similarity	0.6199	NPC198401
Remote Similarity	0.6198	NPC329631
Remote Similarity	0.6193	NPC196251
Remote Similarity	0.6193	NPC63199
Remote Similarity	0.6193	NPC102338
Remote Similarity	0.6193	NPC111602
Remote Similarity	0.6183	NPC477112
Remote Similarity	0.6181	NPC63109
Remote Similarity	0.6179	NPC471743
Remote Similarity	0.6179	NPC475607
Remote Similarity	0.6175	NPC14812
Remote Similarity	0.6175	NPC66210
Remote Similarity	0.6173	NPC33064
Remote Similarity	0.6173	NPC182222
Remote Similarity	0.6173	NPC245055
Remote Similarity	0.6171	NPC472116
Remote Similarity	0.6167	NPC194740
Remote Similarity	0.6164	NPC54744
Remote Similarity	0.6164	NPC314333
Remote Similarity	0.6164	NPC207866
Remote Similarity	0.6163	NPC101350
Remote Similarity	0.6161	NPC285622
Remote Similarity	0.6157	NPC49547
Remote Similarity	0.6157	NPC473186
Remote Similarity	0.6157	NPC102593
Remote Similarity	0.6157	NPC196718
Remote Similarity	0.6154	NPC27041
Remote Similarity	0.615	NPC162730
Remote Similarity	0.6142	NPC478083
Remote Similarity	0.614	NPC277350
Remote Similarity	0.6139	NPC315467
Remote Similarity	0.6134	NPC64216
Remote Similarity	0.6133	NPC214428
Remote Similarity	0.6133	NPC329747
Remote Similarity	0.6132	NPC141053
Remote Similarity	0.6132	NPC475594
Remote Similarity	0.6129	NPC282103
Remote Similarity	0.6128	NPC303658
Remote Similarity	0.6126	NPC220151
Remote Similarity	0.6126	NPC230313
Remote Similarity	0.6126	NPC19692
Remote Similarity	0.6122	NPC235685
Remote Similarity	0.6122	NPC470022
Remote Similarity	0.6121	NPC474041
Remote Similarity	0.6121	NPC475761
Remote Similarity	0.6121	NPC110182
Remote Similarity	0.6119	NPC183805
Remote Similarity	0.6114	NPC478075
Remote Similarity	0.6114	NPC270918
Remote Similarity	0.6114	NPC53344
Remote Similarity	0.6114	NPC477065
Remote Similarity	0.6114	NPC249583
Remote Similarity	0.6109	NPC21638
Remote Similarity	0.6109	NPC472292
Remote Similarity	0.6107	NPC39370
Remote Similarity	0.6102	NPC269270
Remote Similarity	0.61	NPC311906
Remote Similarity	0.6099	NPC472293
Remote Similarity	0.6098	NPC82472
Remote Similarity	0.6096	NPC132539
Remote Similarity	0.6094	NPC478006
Remote Similarity	0.6094	NPC472291
Remote Similarity	0.6094	NPC74619
Remote Similarity	0.6093	NPC469896
Remote Similarity	0.6092	NPC478141
Remote Similarity	0.6092	NPC216612
Remote Similarity	0.6091	NPC473569
Remote Similarity	0.6091	NPC324091
Remote Similarity	0.6089	NPC472296
Remote Similarity	0.6089	NPC472297
Remote Similarity	0.6089	NPC241024
Remote Similarity	0.6089	NPC473329
Remote Similarity	0.6085	NPC469727
Remote Similarity	0.6085	NPC191310
Remote Similarity	0.6083	NPC258480
Remote Similarity	0.6079	NPC474116
Remote Similarity	0.6078	NPC53534
Remote Similarity	0.6078	NPC23294
Remote Similarity	0.6078	NPC187501
Remote Similarity	0.6076	NPC14686
Remote Similarity	0.6075	NPC28848
Remote Similarity	0.6075	NPC14325
Remote Similarity	0.6071	NPC51854
Remote Similarity	0.6071	NPC471199
Remote Similarity	0.6071	NPC78767
Remote Similarity	0.6071	NPC473814
Remote Similarity	0.6066	NPC220852
Remote Similarity	0.6065	NPC477891
Remote Similarity	0.6063	NPC473763
Remote Similarity	0.6063	NPC92803
Remote Similarity	0.6063	NPC138370
Remote Similarity	0.6063	NPC117244
Remote Similarity	0.6058	NPC187145
Remote Similarity	0.6058	NPC74575
Remote Similarity	0.6057	NPC285343

Drug Structure

NPD4982 OpenBabel08211706322D 31 34 0 0 1 0 0 0 0 0999 V2000 2.4487 -1.8364 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.6449 2.1636 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.6449 1.1636 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.7788 2.6636 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.7788 0.6636 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.9128 2.1636 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.3147 0.6636 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.1808 1.1636 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.7202 3.6067 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8621 4.3112 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.1269 4.5202 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.4554 5.2247 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.1808 -0.8364 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.4781 0.6581 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.4487 -0.8364 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 5.9128 1.1636 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.3147 -0.3364 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.0468 0.6636 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.0468 -0.3364 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.5827 -0.3364 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.5000 0.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.6810 2.5886 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.9128 -0.8364 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 1.6756 2.4841 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 0.0933 1.7796 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 0.6691 -0.7431 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 0.2743 3.5021 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -0.5392 5.3292 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 2.2634 3.2931 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.9013 1.8841 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 2 3 2 0 0 0 0 2 4 1 0 0 0 0 3 5 1 0 0 0 0 4 6 2 0 0 0 0 5 16 2 0 0 0 0 6 16 1 0 0 0 0 7 8 2 0 0 0 0 7 17 1 0 0 0 0 8 18 1 0 0 0 0 9 11 1 0 0 0 0 9 27 1 0 0 0 0 10 12 1 0 0 0 0 10 27 1 0 0 0 0 11 28 1 0 0 0 0 12 28 1 0 0 0 0 13 17 2 0 0 0 0 13 19 1 0 0 0 0 14 20 1 0 0 0 0 14 21 2 0 0 0 0 15 1 1 6 0 0 0 15 17 1 0 0 0 0 15 20 1 0 0 0 0 16 18 1 0 0 0 0 18 19 2 0 0 0 0 19 23 1 0 0 0 0 20 26 2 0 0 0 0 21 25 1 0 0 0 0 21 29 1 0 0 0 0 22 24 2 0 0 0 0 22 25 1 0 0 0 0 22 27 1 0 0 0 0 24 30 1 0 0 0 0 25 31 1 0 0 0 0 26 29 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB007628
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	394.18
ALogP	-0.1182
MLogP	3.11
XLogP	7.365
HDA	4
HBD	2
Rotatable Bonds	8
TPSA	74.38
RO5 Violation	1