NPASS drugs

Drug Information

Drug ID:	NPD4883
Drug Name:	tucidinostat
Molecular Formula:	C22H19FN4O2
Canonical SMILES:	Fc1ccc(c(c1)NC(=O)c1ccc(cc1)CN=C(C=Cc1cccnc1)O)N
Standard InCHI:	InChI=1S/C22H19FN4O2/c23-18-8-9-19(24)20(12-18)27-22(29)17-6-3-16(4-7-17)14-26-21(28)10-5-15-2-1-11-25-13-15/h1-13H,14,24H2,(H,26,28)(H,27,29)
Standard InCHIKey:	WXHHICFWKXDFOW-UHFFFAOYSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	IUPHAR/BPS

Structural Similarity Between NPASS Natural Products and NPD4883

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	353
0.1-0.2	2868
0.2-0.3	10263
0.3-0.4	12479
0.4-0.5	2284
0.5-0.6	1517
0.6-0.7	1043
0.7-0.8	83
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	0.75	NPC317701
Intermediate Similarity	0.7377	NPC470205
Intermediate Similarity	0.7371	NPC478185
Intermediate Similarity	0.7368	NPC70406
Intermediate Similarity	0.7363	NPC24864
Intermediate Similarity	0.734	NPC216550
Intermediate Similarity	0.7337	NPC477003
Intermediate Similarity	0.7337	NPC467063
Intermediate Similarity	0.733	NPC478182
Intermediate Similarity	0.733	NPC474916
Intermediate Similarity	0.7322	NPC191415
Intermediate Similarity	0.7302	NPC326422
Intermediate Similarity	0.7299	NPC213914
Intermediate Similarity	0.7297	NPC133003
Intermediate Similarity	0.7297	NPC99939
Intermediate Similarity	0.7297	NPC308931
Intermediate Similarity	0.7294	NPC105811
Intermediate Similarity	0.7287	NPC476460
Intermediate Similarity	0.7283	NPC102755
Intermediate Similarity	0.7283	NPC209362
Intermediate Similarity	0.7278	NPC467188
Intermediate Similarity	0.7268	NPC73994
Intermediate Similarity	0.7257	NPC293487
Intermediate Similarity	0.7253	NPC157583
Intermediate Similarity	0.7253	NPC284775
Intermediate Similarity	0.7249	NPC272458
Intermediate Similarity	0.7247	NPC56233
Intermediate Similarity	0.7238	NPC469529
Intermediate Similarity	0.7234	NPC324091
Intermediate Similarity	0.7232	NPC478184
Intermediate Similarity	0.7225	NPC251391
Intermediate Similarity	0.7213	NPC11126
Intermediate Similarity	0.7207	NPC70949
Intermediate Similarity	0.7189	NPC243058
Intermediate Similarity	0.7188	NPC167710
Intermediate Similarity	0.7178	NPC256893
Intermediate Similarity	0.7173	NPC202812
Intermediate Similarity	0.7169	NPC65408
Intermediate Similarity	0.7168	NPC472260
Intermediate Similarity	0.7166	NPC94752
Intermediate Similarity	0.7166	NPC141612
Intermediate Similarity	0.7166	NPC17273
Intermediate Similarity	0.7166	NPC135601
Intermediate Similarity	0.7158	NPC219848
Intermediate Similarity	0.7158	NPC237188
Intermediate Similarity	0.7151	NPC478183
Intermediate Similarity	0.7151	NPC203635
Intermediate Similarity	0.7151	NPC228835
Intermediate Similarity	0.7151	NPC21429
Intermediate Similarity	0.7151	NPC41717
Intermediate Similarity	0.715	NPC72956
Intermediate Similarity	0.7134	NPC330326
Intermediate Similarity	0.712	NPC256268
Intermediate Similarity	0.7114	NPC153980
Intermediate Similarity	0.7114	NPC6865
Intermediate Similarity	0.711	NPC313889
Intermediate Similarity	0.7094	NPC177996
Intermediate Similarity	0.7094	NPC147983
Intermediate Similarity	0.7074	NPC90415
Intermediate Similarity	0.7072	NPC32534
Intermediate Similarity	0.7066	NPC114310
Intermediate Similarity	0.7065	NPC83774
Intermediate Similarity	0.7062	NPC92796
Intermediate Similarity	0.7062	NPC135141
Intermediate Similarity	0.7062	NPC80681
Intermediate Similarity	0.7062	NPC131887
Intermediate Similarity	0.7059	NPC27041
Intermediate Similarity	0.7056	NPC114637
Intermediate Similarity	0.7052	NPC123906
Intermediate Similarity	0.7047	NPC128244
Intermediate Similarity	0.7041	NPC471944
Intermediate Similarity	0.7039	NPC265100
Intermediate Similarity	0.7037	NPC17059
Intermediate Similarity	0.703	NPC471194
Intermediate Similarity	0.703	NPC471193
Intermediate Similarity	0.7011	NPC471743
Intermediate Similarity	0.7011	NPC105818
Intermediate Similarity	0.7011	NPC24678
Intermediate Similarity	0.7011	NPC476419
Intermediate Similarity	0.701	NPC471192
Intermediate Similarity	0.7	NPC42372
Intermediate Similarity	0.7	NPC233380
Intermediate Similarity	0.7	NPC255909
Remote Similarity	0.6989	NPC477042
Remote Similarity	0.6989	NPC61011
Remote Similarity	0.6989	NPC229055
Remote Similarity	0.6984	NPC62749
Remote Similarity	0.6979	NPC47190
Remote Similarity	0.6978	NPC471943
Remote Similarity	0.6977	NPC159856
Remote Similarity	0.6974	NPC34837
Remote Similarity	0.6971	NPC470233
Remote Similarity	0.6968	NPC207851
Remote Similarity	0.6954	NPC300183
Remote Similarity	0.6949	NPC74357
Remote Similarity	0.6947	NPC278434
Remote Similarity	0.6943	NPC304203
Remote Similarity	0.6935	NPC248462
Remote Similarity	0.6932	NPC325903
Remote Similarity	0.6919	NPC151635
Remote Similarity	0.6919	NPC57398
Remote Similarity	0.6911	NPC103119
Remote Similarity	0.6909	NPC282398
Remote Similarity	0.6902	NPC161861
Remote Similarity	0.6902	NPC252572
Remote Similarity	0.69	NPC472064
Remote Similarity	0.6898	NPC471997
Remote Similarity	0.689	NPC471589
Remote Similarity	0.6889	NPC242116
Remote Similarity	0.6885	NPC91895
Remote Similarity	0.6879	NPC167400
Remote Similarity	0.6878	NPC46895
Remote Similarity	0.6875	NPC83111
Remote Similarity	0.6872	NPC79356
Remote Similarity	0.6872	NPC102592
Remote Similarity	0.6865	NPC293216
Remote Similarity	0.6865	NPC469938
Remote Similarity	0.6864	NPC314102
Remote Similarity	0.6864	NPC251722
Remote Similarity	0.6857	NPC229893
Remote Similarity	0.6853	NPC237414
Remote Similarity	0.6853	NPC477004
Remote Similarity	0.6845	NPC213468
Remote Similarity	0.6845	NPC322064
Remote Similarity	0.6845	NPC12649
Remote Similarity	0.684	NPC476491
Remote Similarity	0.6839	NPC473763
Remote Similarity	0.6839	NPC63545
Remote Similarity	0.6839	NPC117244
Remote Similarity	0.6837	NPC78767
Remote Similarity	0.6837	NPC74153
Remote Similarity	0.6837	NPC227582
Remote Similarity	0.6837	NPC473814
Remote Similarity	0.6834	NPC328318
Remote Similarity	0.6834	NPC328596
Remote Similarity	0.6834	NPC472069
Remote Similarity	0.6834	NPC472063
Remote Similarity	0.6834	NPC472062
Remote Similarity	0.6826	NPC322488
Remote Similarity	0.6823	NPC321708
Remote Similarity	0.6821	NPC294693
Remote Similarity	0.6821	NPC93390
Remote Similarity	0.6812	NPC469727
Remote Similarity	0.681	NPC245244
Remote Similarity	0.681	NPC146373
Remote Similarity	0.681	NPC166424
Remote Similarity	0.6809	NPC88110
Remote Similarity	0.68	NPC179787
Remote Similarity	0.68	NPC469811
Remote Similarity	0.68	NPC201380
Remote Similarity	0.6788	NPC89490
Remote Similarity	0.6788	NPC313823
Remote Similarity	0.6782	NPC470440
Remote Similarity	0.6782	NPC314372
Remote Similarity	0.6778	NPC474492
Remote Similarity	0.6774	NPC139763
Remote Similarity	0.6769	NPC473821
Remote Similarity	0.6768	NPC153123
Remote Similarity	0.6768	NPC201266
Remote Similarity	0.6768	NPC268744
Remote Similarity	0.6768	NPC220797
Remote Similarity	0.6768	NPC474318
Remote Similarity	0.6768	NPC284338
Remote Similarity	0.6768	NPC475914
Remote Similarity	0.6766	NPC472259
Remote Similarity	0.6766	NPC471322
Remote Similarity	0.6766	NPC327592
Remote Similarity	0.6763	NPC190296
Remote Similarity	0.6761	NPC288445
Remote Similarity	0.6761	NPC321911
Remote Similarity	0.6758	NPC21174
Remote Similarity	0.6758	NPC271797
Remote Similarity	0.6751	NPC106824
Remote Similarity	0.6749	NPC266249
Remote Similarity	0.6748	NPC27740
Remote Similarity	0.6747	NPC329896
Remote Similarity	0.6747	NPC475090
Remote Similarity	0.6747	NPC475105
Remote Similarity	0.6743	NPC302159
Remote Similarity	0.6739	NPC63751
Remote Similarity	0.6739	NPC78020
Remote Similarity	0.6736	NPC213629
Remote Similarity	0.6735	NPC157828
Remote Similarity	0.6735	NPC195239
Remote Similarity	0.6734	NPC13456
Remote Similarity	0.6734	NPC77241
Remote Similarity	0.6734	NPC252338
Remote Similarity	0.6734	NPC166209
Remote Similarity	0.6734	NPC269203
Remote Similarity	0.6733	NPC317373
Remote Similarity	0.6727	NPC471313
Remote Similarity	0.6727	NPC471311
Remote Similarity	0.6723	NPC473878
Remote Similarity	0.6723	NPC471655
Remote Similarity	0.6722	NPC299594
Remote Similarity	0.672	NPC16659
Remote Similarity	0.6716	NPC98715
Remote Similarity	0.6705	NPC100726
Remote Similarity	0.6705	NPC470111
Remote Similarity	0.6704	NPC263455

Drug Structure

NPD4883 OpenBabel08211706322D 33 35 0 0 0 0 0 0 0 0999 V2000 9.5263 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.6603 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 2.5981 -0.5000 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 2.5981 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 -0.0000 -2.0000 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 6.9282 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.5263 2.5000 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 7.7942 2.5000 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 7.7942 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 0.8660 -1.5000 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 6.0622 -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 -2.0000 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 8.6603 3.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 5.1962 -0.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 1.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 6.0622 -1.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 2.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 1.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 -0.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 1.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 5.1962 -2.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 2 2 0 0 0 0 1 11 1 0 0 0 0 2 15 1 0 0 0 0 3 6 1 0 0 0 0 3 16 2 0 0 0 0 4 7 2 0 0 0 0 4 16 1 0 0 0 0 5 10 2 3 0 0 0 5 15 1 0 0 0 0 6 17 2 0 0 0 0 7 17 1 0 0 0 0 8 9 2 0 0 0 0 8 18 1 0 0 0 0 9 19 1 0 0 0 0 10 21 1 0 0 0 0 11 25 2 0 0 0 0 12 18 2 0 0 0 0 12 20 1 0 0 0 0 13 15 2 0 0 0 0 13 25 1 0 0 0 0 14 16 1 0 0 0 0 14 26 1 0 0 0 0 17 22 1 0 0 0 0 18 23 1 0 0 0 0 19 20 2 0 0 0 0 19 24 1 0 0 0 0 20 27 1 0 0 0 0 21 26 2 3 0 0 0 21 28 1 0 0 0 0 22 27 1 0 0 0 0 22 29 2 0 0 0 0 24 30 1 0 0 0 0 24 31 1 0 0 0 0 27 32 1 0 0 0 0 28 33 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DNCL002086
DrugBank
ChEMBL
IUPHAR/BPS	8305
PharmaGKB
KEGG Drug
PubChem CID	53394037
ChEBI
CAS Number

Drug Properties

Molecular Weight	390.15
ALogP	-0.8381
MLogP	3.11
XLogP	4.013
HDA	6
HBD	3
Rotatable Bonds	10
TPSA	100.6
RO5 Violation	0