NPASS drugs

Drug Information

Drug ID:	NPD5870
Drug Name:
Molecular Formula:	C24H25Cl2FN4O2
Canonical SMILES:	COc1cc2c(cc1OCC1C[C@@H]3[C@H](C1)CN(C3)C)ncnc2Nc1ccc(c(c1F)Cl)Cl
Standard InCHI:	InChI=1S/C24H25Cl2FN4O2/c1-31-9-14-5-13(6-15(14)10-31)11-33-21-8-19-16(7-20(21)32-2)24(29-12-28-19)30-18-4-3-17(25)22(26)23(18)27/h3-4,7-8,12-15H,5-6,9-11H2,1-2H3,(H,28,29,30)/t13?,14-,15+
Standard InCHIKey:	HVXKQKFEHMGHSL-GOOCMWNKSA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD5870

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	724
0.1-0.2	6712
0.2-0.3	6949
0.3-0.4	11255
0.4-0.5	3251
0.5-0.6	1674
0.6-0.7	321
0.7-0.8	3
0.8-0.85	0
0.85-0.9	0
0.9-0.95	1
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
High Similarity	0.9025	NPC56271
Intermediate Similarity	0.7099	NPC472066
Intermediate Similarity	0.7099	NPC472031
Intermediate Similarity	0.7099	NPC472067
Remote Similarity	0.6958	NPC472068
Remote Similarity	0.6944	NPC130570
Remote Similarity	0.6885	NPC30540
Remote Similarity	0.6883	NPC316981
Remote Similarity	0.6855	NPC162530
Remote Similarity	0.6855	NPC266931
Remote Similarity	0.6803	NPC285558
Remote Similarity	0.679	NPC199277
Remote Similarity	0.679	NPC135887
Remote Similarity	0.6786	NPC308906
Remote Similarity	0.6783	NPC160666
Remote Similarity	0.6777	NPC329747
Remote Similarity	0.6772	NPC280272
Remote Similarity	0.6762	NPC162484
Remote Similarity	0.6743	NPC295228
Remote Similarity	0.6741	NPC303374
Remote Similarity	0.6735	NPC36229
Remote Similarity	0.6735	NPC476581
Remote Similarity	0.6735	NPC16452
Remote Similarity	0.6708	NPC234197
Remote Similarity	0.6695	NPC195268
Remote Similarity	0.6695	NPC133140
Remote Similarity	0.668	NPC476044
Remote Similarity	0.668	NPC296482
Remote Similarity	0.668	NPC202768
Remote Similarity	0.668	NPC53069
Remote Similarity	0.6667	NPC170114
Remote Similarity	0.6667	NPC476582
Remote Similarity	0.6667	NPC471614
Remote Similarity	0.6667	NPC4071
Remote Similarity	0.6667	NPC476578
Remote Similarity	0.6653	NPC475910
Remote Similarity	0.6653	NPC476465
Remote Similarity	0.664	NPC473513
Remote Similarity	0.6639	NPC477019
Remote Similarity	0.6639	NPC329793
Remote Similarity	0.6627	NPC470549
Remote Similarity	0.6614	NPC171409
Remote Similarity	0.6614	NPC173080
Remote Similarity	0.6614	NPC96405
Remote Similarity	0.6613	NPC313189
Remote Similarity	0.6612	NPC31930
Remote Similarity	0.6612	NPC232727
Remote Similarity	0.6602	NPC310118
Remote Similarity	0.6602	NPC187145
Remote Similarity	0.6602	NPC110151
Remote Similarity	0.66	NPC167860
Remote Similarity	0.66	NPC123976
Remote Similarity	0.66	NPC290689
Remote Similarity	0.6587	NPC469592
Remote Similarity	0.6587	NPC471080
Remote Similarity	0.6583	NPC92111
Remote Similarity	0.6574	NPC208284
Remote Similarity	0.6571	NPC315957
Remote Similarity	0.6571	NPC176538
Remote Similarity	0.657	NPC131017
Remote Similarity	0.656	NPC201697
Remote Similarity	0.6557	NPC72211
Remote Similarity	0.6555	NPC204385
Remote Similarity	0.6548	NPC112206
Remote Similarity	0.6548	NPC202605
Remote Similarity	0.6546	NPC135549
Remote Similarity	0.6542	NPC76748
Remote Similarity	0.6534	NPC471304
Remote Similarity	0.6531	NPC287437
Remote Similarity	0.6531	NPC51854
Remote Similarity	0.653	NPC477795
Remote Similarity	0.653	NPC477796
Remote Similarity	0.653	NPC477806
Remote Similarity	0.653	NPC477805
Remote Similarity	0.6529	NPC307963
Remote Similarity	0.6528	NPC473183
Remote Similarity	0.6524	NPC312872
Remote Similarity	0.6523	NPC193267
Remote Similarity	0.6523	NPC213530
Remote Similarity	0.6523	NPC250178
Remote Similarity	0.6522	NPC478074
Remote Similarity	0.6513	NPC471762
Remote Similarity	0.6506	NPC472111
Remote Similarity	0.65	NPC296527
Remote Similarity	0.6494	NPC9729
Remote Similarity	0.6494	NPC469589
Remote Similarity	0.6492	NPC223427
Remote Similarity	0.6484	NPC23614
Remote Similarity	0.6484	NPC469594
Remote Similarity	0.6484	NPC100079
Remote Similarity	0.6482	NPC48353
Remote Similarity	0.6482	NPC471603
Remote Similarity	0.6478	NPC267423
Remote Similarity	0.6475	NPC251090
Remote Similarity	0.6475	NPC70259
Remote Similarity	0.6475	NPC157931
Remote Similarity	0.6471	NPC84478
Remote Similarity	0.6464	NPC475253
Remote Similarity	0.6459	NPC46451
Remote Similarity	0.6457	NPC271215
Remote Similarity	0.6457	NPC149471
Remote Similarity	0.6453	NPC473184
Remote Similarity	0.645	NPC66777
Remote Similarity	0.644	NPC470164
Remote Similarity	0.644	NPC323345
Remote Similarity	0.6434	NPC472099
Remote Similarity	0.6434	NPC43787
Remote Similarity	0.6434	NPC205934
Remote Similarity	0.6434	NPC477533
Remote Similarity	0.6431	NPC235076
Remote Similarity	0.6429	NPC176127
Remote Similarity	0.6426	NPC115595
Remote Similarity	0.642	NPC473041
Remote Similarity	0.642	NPC96321
Remote Similarity	0.6417	NPC472098
Remote Similarity	0.6417	NPC251160
Remote Similarity	0.6414	NPC193777
Remote Similarity	0.6409	NPC17305
Remote Similarity	0.6407	NPC316756
Remote Similarity	0.6405	NPC471593
Remote Similarity	0.6403	NPC188420
Remote Similarity	0.6403	NPC11464
Remote Similarity	0.6387	NPC206201
Remote Similarity	0.6386	NPC475112
Remote Similarity	0.6386	NPC291535
Remote Similarity	0.6386	NPC475085
Remote Similarity	0.6377	NPC469554
Remote Similarity	0.6375	NPC476106
Remote Similarity	0.6374	NPC214980
Remote Similarity	0.6371	NPC121772
Remote Similarity	0.6371	NPC174049
Remote Similarity	0.6371	NPC11017
Remote Similarity	0.637	NPC39092
Remote Similarity	0.6364	NPC174758
Remote Similarity	0.6357	NPC473822
Remote Similarity	0.6353	NPC180504
Remote Similarity	0.6353	NPC264176
Remote Similarity	0.635	NPC473185
Remote Similarity	0.6341	NPC13880
Remote Similarity	0.633	NPC277351
Remote Similarity	0.6326	NPC252251
Remote Similarity	0.6326	NPC314954
Remote Similarity	0.6324	NPC82548
Remote Similarity	0.6324	NPC470931
Remote Similarity	0.6318	NPC305984
Remote Similarity	0.6318	NPC144114
Remote Similarity	0.6316	NPC101543
Remote Similarity	0.6316	NPC243834
Remote Similarity	0.6316	NPC70956
Remote Similarity	0.6314	NPC242923
Remote Similarity	0.6312	NPC132631
Remote Similarity	0.6312	NPC103687
Remote Similarity	0.631	NPC171393
Remote Similarity	0.631	NPC295452
Remote Similarity	0.6308	NPC284685
Remote Similarity	0.6301	NPC326634
Remote Similarity	0.6289	NPC26679
Remote Similarity	0.6289	NPC94157
Remote Similarity	0.6286	NPC99666
Remote Similarity	0.6284	NPC60621
Remote Similarity	0.6279	NPC148183
Remote Similarity	0.6279	NPC152768
Remote Similarity	0.6278	NPC477531
Remote Similarity	0.6278	NPC201508
Remote Similarity	0.6275	NPC219664
Remote Similarity	0.6273	NPC217554
Remote Similarity	0.627	NPC475070
Remote Similarity	0.627	NPC470930
Remote Similarity	0.6264	NPC284141
Remote Similarity	0.626	NPC118121
Remote Similarity	0.6255	NPC12100
Remote Similarity	0.625	NPC2497
Remote Similarity	0.6241	NPC209174
Remote Similarity	0.624	NPC249040
Remote Similarity	0.6235	NPC174672
Remote Similarity	0.6231	NPC204446
Remote Similarity	0.6231	NPC96584
Remote Similarity	0.6231	NPC473182
Remote Similarity	0.6231	NPC467439
Remote Similarity	0.6231	NPC255800
Remote Similarity	0.623	NPC475774
Remote Similarity	0.623	NPC472289
Remote Similarity	0.6226	NPC203168
Remote Similarity	0.6221	NPC477532
Remote Similarity	0.6217	NPC300114
Remote Similarity	0.6216	NPC274982
Remote Similarity	0.6212	NPC21638
Remote Similarity	0.6211	NPC5145
Remote Similarity	0.621	NPC194967
Remote Similarity	0.6208	NPC253675
Remote Similarity	0.6206	NPC118832
Remote Similarity	0.6206	NPC47059
Remote Similarity	0.6206	NPC329708
Remote Similarity	0.6206	NPC264166
Remote Similarity	0.6206	NPC274291
Remote Similarity	0.6206	NPC165349
Remote Similarity	0.6203	NPC476997
Remote Similarity	0.6202	NPC236668
Remote Similarity	0.6199	NPC101350
Remote Similarity	0.6199	NPC11408

Drug Structure

NPD5870 OpenBabel08211708292D 34 38 0 0 1 0 0 0 0 0999 V2000 4.6802 6.0686 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 4.5000 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 1.7321 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.2346 3.4508 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.6359 2.6418 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 -2.5981 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.1857 5.0981 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.5869 4.2890 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.1413 1.6712 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 2.6413 2.5372 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 2.9778 4.1199 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 3.8438 3.6199 0.0000 C 0 0 2 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 3.4641 0.0000 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 -1.7321 1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 2.5000 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 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 4.3301 -0.5000 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 4.3301 1.5000 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 2.5000 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 -0.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 -0.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 1.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 4.1802 5.2026 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 4.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 3.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 2.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 31 1 0 0 0 0 2 32 1 0 0 0 0 3 4 2 0 0 0 0 3 17 1 0 0 0 0 4 18 1 0 0 0 0 5 13 1 0 0 0 0 6 13 1 0 0 0 0 7 16 2 0 0 0 0 7 20 1 0 0 0 0 8 19 2 0 0 0 0 8 21 1 0 0 0 0 9 14 1 0 0 0 0 9 31 1 0 0 0 0 10 15 1 0 0 0 0 10 31 1 0 0 0 0 11 13 1 0 0 0 0 11 33 1 0 0 0 0 12 28 2 0 0 0 0 12 29 1 0 0 0 0 14 5 1 1 0 0 0 14 15 1 0 0 0 0 15 6 1 1 0 0 0 16 19 1 0 0 0 0 16 24 1 0 0 0 0 17 22 2 0 0 0 0 17 25 1 0 0 0 0 18 23 2 0 0 0 0 18 30 1 0 0 0 0 19 28 1 0 0 0 0 20 21 2 0 0 0 0 20 32 1 0 0 0 0 21 33 1 0 0 0 0 22 23 1 0 0 0 0 22 26 1 0 0 0 0 23 27 1 0 0 0 0 24 29 2 0 0 0 0 24 30 1 0 0 0 0 30 34 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB011242; DNCL002783
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	10458325
ChEBI
CAS Number

Drug Properties

Molecular Weight	490.13
ALogP	0.6988
MLogP	3.11
XLogP	4.186
HDA	4
HBD	1
Rotatable Bonds	11
TPSA	59.51
RO5 Violation	0