NPASS drugs

Drug Information

Drug ID:	NPD5446
Drug Name:	Mocetinostat
Molecular Formula:	C23H20N6O
Canonical SMILES:	O=C(c1ccc(cc1)CNc1nccc(n1)c1cccnc1)Nc1ccccc1N
Standard InCHI:	InChI=1S/C23H20N6O/c24-19-5-1-2-6-21(19)28-22(30)17-9-7-16(8-10-17)14-27-23-26-13-11-20(29-23)18-4-3-12-25-15-18/h1-13,15H,14,24H2,(H,28,30)(H,26,27,29)
Standard InCHIKey:	HRNLUBSXIHFDHP-UHFFFAOYSA-N
Max Developmental Stage:	Phase 2
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD5446

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	579
0.1-0.2	7094
0.2-0.3	13051
0.3-0.4	6597
0.4-0.5	1416
0.5-0.6	1494
0.6-0.7	603
0.7-0.8	56
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	0.79	NPC116555
Intermediate Similarity	0.7767	NPC267811
Intermediate Similarity	0.7737	NPC467063
Intermediate Similarity	0.7656	NPC17273
Intermediate Similarity	0.7656	NPC141612
Intermediate Similarity	0.7656	NPC135601
Intermediate Similarity	0.7641	NPC216550
Intermediate Similarity	0.7551	NPC272458
Intermediate Similarity	0.7474	NPC237188
Intermediate Similarity	0.7461	NPC21429
Intermediate Similarity	0.7437	NPC128244
Intermediate Similarity	0.7363	NPC34837
Intermediate Similarity	0.7353	NPC317701
Intermediate Similarity	0.7333	NPC308931
Intermediate Similarity	0.7333	NPC99939
Intermediate Similarity	0.7313	NPC167710
Intermediate Similarity	0.731	NPC103119
Intermediate Similarity	0.7306	NPC935
Intermediate Similarity	0.7306	NPC267078
Intermediate Similarity	0.7299	NPC177996
Intermediate Similarity	0.7299	NPC147983
Intermediate Similarity	0.7292	NPC157583
Intermediate Similarity	0.7273	NPC474357
Intermediate Similarity	0.7273	NPC72956
Intermediate Similarity	0.725	NPC326422
Intermediate Similarity	0.7238	NPC6865
Intermediate Similarity	0.7238	NPC153980
Intermediate Similarity	0.7216	NPC16659
Intermediate Similarity	0.7198	NPC472064
Intermediate Similarity	0.7196	NPC56233
Intermediate Similarity	0.7188	NPC317054
Intermediate Similarity	0.7182	NPC470323
Intermediate Similarity	0.7165	NPC265710
Intermediate Similarity	0.7156	NPC471194
Intermediate Similarity	0.7156	NPC471193
Intermediate Similarity	0.715	NPC476460
Intermediate Similarity	0.7136	NPC471192
Intermediate Similarity	0.7128	NPC470203
Intermediate Similarity	0.7107	NPC477003
Intermediate Similarity	0.71	NPC324091
Intermediate Similarity	0.7092	NPC191415
Intermediate Similarity	0.709	NPC478182
Intermediate Similarity	0.709	NPC478184
Intermediate Similarity	0.7074	NPC470204
Intermediate Similarity	0.7071	NPC133003
Intermediate Similarity	0.7056	NPC102755
Intermediate Similarity	0.7056	NPC470205
Intermediate Similarity	0.7053	NPC472063
Intermediate Similarity	0.7053	NPC472062
Intermediate Similarity	0.7053	NPC472069
Intermediate Similarity	0.705	NPC255909
Intermediate Similarity	0.7042	NPC282247
Intermediate Similarity	0.7026	NPC240088
Intermediate Similarity	0.7026	NPC284775
Intermediate Similarity	0.7026	NPC473380
Intermediate Similarity	0.7021	NPC293487
Remote Similarity	0.6995	NPC304203
Remote Similarity	0.699	NPC284338
Remote Similarity	0.6986	NPC476817
Remote Similarity	0.6982	NPC116622
Remote Similarity	0.6954	NPC88110
Remote Similarity	0.6952	NPC120070
Remote Similarity	0.6952	NPC472065
Remote Similarity	0.6952	NPC476219
Remote Similarity	0.6927	NPC478183
Remote Similarity	0.6923	NPC297034
Remote Similarity	0.6916	NPC473218
Remote Similarity	0.6916	NPC470702
Remote Similarity	0.6911	NPC317105
Remote Similarity	0.69	NPC476341
Remote Similarity	0.6898	NPC325903
Remote Similarity	0.6898	NPC470731
Remote Similarity	0.6895	NPC122141
Remote Similarity	0.6893	NPC106824
Remote Similarity	0.6884	NPC470703
Remote Similarity	0.6872	NPC252572
Remote Similarity	0.6869	NPC314281
Remote Similarity	0.6869	NPC40530
Remote Similarity	0.6866	NPC476527
Remote Similarity	0.6859	NPC478185
Remote Similarity	0.6859	NPC225018
Remote Similarity	0.6854	NPC472070
Remote Similarity	0.6842	NPC469308
Remote Similarity	0.6827	NPC475914
Remote Similarity	0.6827	NPC268744
Remote Similarity	0.6827	NPC201266
Remote Similarity	0.6827	NPC220797
Remote Similarity	0.6827	NPC474318
Remote Similarity	0.6827	NPC153123
Remote Similarity	0.6821	NPC201634
Remote Similarity	0.6794	NPC13456
Remote Similarity	0.6794	NPC166209
Remote Similarity	0.6794	NPC269203
Remote Similarity	0.6794	NPC77241
Remote Similarity	0.6788	NPC42372
Remote Similarity	0.6787	NPC327095
Remote Similarity	0.6787	NPC312942
Remote Similarity	0.6774	NPC114209
Remote Similarity	0.6769	NPC32534
Remote Similarity	0.6761	NPC243850
Remote Similarity	0.6757	NPC40455
Remote Similarity	0.6757	NPC467188
Remote Similarity	0.6755	NPC70406
Remote Similarity	0.6755	NPC117032
Remote Similarity	0.6736	NPC265100
Remote Similarity	0.6734	NPC11126
Remote Similarity	0.6726	NPC19170
Remote Similarity	0.672	NPC251391
Remote Similarity	0.6717	NPC280852
Remote Similarity	0.6716	NPC472289
Remote Similarity	0.6714	NPC471191
Remote Similarity	0.6712	NPC469727
Remote Similarity	0.6701	NPC161861
Remote Similarity	0.67	NPC73994
Remote Similarity	0.67	NPC94752
Remote Similarity	0.67	NPC118084
Remote Similarity	0.6699	NPC474916
Remote Similarity	0.6695	NPC63109
Remote Similarity	0.6684	NPC469811
Remote Similarity	0.6684	NPC91895
Remote Similarity	0.6684	NPC194881
Remote Similarity	0.6684	NPC476297
Remote Similarity	0.6683	NPC108011
Remote Similarity	0.6683	NPC228835
Remote Similarity	0.6681	NPC69843
Remote Similarity	0.6667	NPC470732
Remote Similarity	0.6667	NPC300238
Remote Similarity	0.6667	NPC470233
Remote Similarity	0.6667	NPC86288
Remote Similarity	0.6667	NPC237414
Remote Similarity	0.6667	NPC469529
Remote Similarity	0.6667	NPC307191
Remote Similarity	0.6667	NPC114637
Remote Similarity	0.6667	NPC80681
Remote Similarity	0.6667	NPC471579
Remote Similarity	0.6667	NPC477004
Remote Similarity	0.6667	NPC293216
Remote Similarity	0.6667	NPC472260
Remote Similarity	0.6651	NPC328596
Remote Similarity	0.6651	NPC328318
Remote Similarity	0.6651	NPC475286
Remote Similarity	0.6651	NPC174281
Remote Similarity	0.6649	NPC282531
Remote Similarity	0.6649	NPC21174
Remote Similarity	0.6649	NPC321911
Remote Similarity	0.6649	NPC271797
Remote Similarity	0.6637	NPC297862
Remote Similarity	0.6637	NPC156003
Remote Similarity	0.6636	NPC54981
Remote Similarity	0.6633	NPC151635
Remote Similarity	0.6633	NPC70949
Remote Similarity	0.6631	NPC63545
Remote Similarity	0.6619	NPC474389
Remote Similarity	0.6618	NPC47190
Remote Similarity	0.6617	NPC24864
Remote Similarity	0.6614	NPC40070
Remote Similarity	0.6606	NPC471603
Remote Similarity	0.6603	NPC79356
Remote Similarity	0.6603	NPC102592
Remote Similarity	0.6599	NPC471943
Remote Similarity	0.6598	NPC74619
Remote Similarity	0.6596	NPC179787
Remote Similarity	0.6596	NPC201380
Remote Similarity	0.6596	NPC105811
Remote Similarity	0.6589	NPC88115
Remote Similarity	0.6589	NPC327592
Remote Similarity	0.6589	NPC473376
Remote Similarity	0.6588	NPC19696
Remote Similarity	0.6588	NPC136957
Remote Similarity	0.6587	NPC474180
Remote Similarity	0.6587	NPC188821
Remote Similarity	0.6585	NPC17059
Remote Similarity	0.658	NPC135141
Remote Similarity	0.658	NPC92796
Remote Similarity	0.6578	NPC204141
Remote Similarity	0.6571	NPC227582
Remote Similarity	0.6567	NPC12649
Remote Similarity	0.6561	NPC123906
Remote Similarity	0.6558	NPC317373
Remote Similarity	0.6557	NPC314102
Remote Similarity	0.6557	NPC251722
Remote Similarity	0.6557	NPC65408
Remote Similarity	0.6556	NPC471322
Remote Similarity	0.6553	NPC321708
Remote Similarity	0.6552	NPC270834
Remote Similarity	0.6546	NPC44773
Remote Similarity	0.6546	NPC215584
Remote Similarity	0.6545	NPC138842
Remote Similarity	0.6543	NPC143872
Remote Similarity	0.6543	NPC288838
Remote Similarity	0.654	NPC131887
Remote Similarity	0.6538	NPC295452
Remote Similarity	0.6538	NPC171393
Remote Similarity	0.6537	NPC62749
Remote Similarity	0.6535	NPC477175
Remote Similarity	0.6535	NPC470730
Remote Similarity	0.6535	NPC477042
Remote Similarity	0.6533	NPC130570
Remote Similarity	0.6531	NPC233380
Remote Similarity	0.6526	NPC313889

Drug Structure

NPD5446 OpenBabel08211708292D 34 37 0 0 0 0 0 0 0 0999 V2000 -2.5981 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 1.7321 3.0000 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 -3.4641 3.0000 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 -2.5981 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 -2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.3301 -1.5000 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 2.5981 2.5000 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 -1.7321 -2.0000 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 -2.5981 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.3301 -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 -4.3301 2.5000 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 1.5000 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 -0.8660 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.1962 3.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 1.5000 0.0000 N 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 -0.8660 -1.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -5.1962 1.0000 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 -6.0622 -0.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -5.1962 4.0000 0.0000 H 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 -0.0000 -2.0000 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 1 2 2 0 0 0 0 1 5 1 0 0 0 0 2 6 1 0 0 0 0 3 4 2 0 0 0 0 3 12 1 0 0 0 0 4 18 1 0 0 0 0 5 19 2 0 0 0 0 6 21 2 0 0 0 0 7 9 1 0 0 0 0 7 16 2 0 0 0 0 8 10 2 0 0 0 0 8 16 1 0 0 0 0 9 17 2 0 0 0 0 10 17 1 0 0 0 0 11 13 2 0 0 0 0 11 20 1 0 0 0 0 12 25 2 0 0 0 0 13 26 1 0 0 0 0 14 16 1 0 0 0 0 14 27 1 0 0 0 0 15 18 2 0 0 0 0 15 25 1 0 0 0 0 17 22 1 0 0 0 0 18 20 1 0 0 0 0 19 21 1 0 0 0 0 19 24 1 0 0 0 0 20 29 2 0 0 0 0 21 28 1 0 0 0 0 22 28 1 0 0 0 0 22 30 2 0 0 0 0 23 26 2 0 0 0 0 23 27 1 0 0 0 0 23 29 1 0 0 0 0 24 31 1 0 0 0 0 24 32 1 0 0 0 0 27 33 1 0 0 0 0 28 34 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DCL001114
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	9865515
ChEBI
CAS Number

Drug Properties

Molecular Weight	396.17
ALogP	-1.7935
MLogP	3.22
XLogP	3.881
HDA	7
HBD	3
Rotatable Bonds	8
TPSA	105.82
RO5 Violation	0