NPASS drugs

Drug Information

Drug ID:	NPD5925
Drug Name:	Ricolinostat
Molecular Formula:	C24H27N5O3
Canonical SMILES:	ON=C(CCCCCCN=C(c1cnc(nc1)N(c1ccccc1)c1ccccc1)O)O
Standard InCHI:	InChI=1S/C24H27N5O3/c30-22(28-32)15-9-1-2-10-16-25-23(31)19-17-26-24(27-18-19)29(20-11-5-3-6-12-20)21-13-7-4-8-14-21/h3-8,11-14,17-18,32H,1-2,9-10,15-16H2,(H,25,31)(H,28,30)
Standard InCHIKey:	QGZYDVAGYRLSKP-UHFFFAOYSA-N
Max Developmental Stage:	Phase 1
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD5925

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	359
0.1-0.2	4758
0.2-0.3	12038
0.3-0.4	9267
0.4-0.5	2295
0.5-0.6	1640
0.6-0.7	507
0.7-0.8	26
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	0.7765	NPC164664
Intermediate Similarity	0.7753	NPC472289
Intermediate Similarity	0.7572	NPC208060
Intermediate Similarity	0.7514	NPC477891
Intermediate Similarity	0.7471	NPC224632
Intermediate Similarity	0.7468	NPC471311
Intermediate Similarity	0.7468	NPC471313
Intermediate Similarity	0.7416	NPC144114
Intermediate Similarity	0.7414	NPC105758
Intermediate Similarity	0.7414	NPC476686
Intermediate Similarity	0.7414	NPC476688
Intermediate Similarity	0.7399	NPC278874
Intermediate Similarity	0.733	NPC317054
Intermediate Similarity	0.7308	NPC254762
Intermediate Similarity	0.7283	NPC471178
Intermediate Similarity	0.7278	NPC120070
Intermediate Similarity	0.7267	NPC471177
Intermediate Similarity	0.7267	NPC124542
Intermediate Similarity	0.7267	NPC59779
Intermediate Similarity	0.717	NPC324611
Intermediate Similarity	0.717	NPC471322
Intermediate Similarity	0.7126	NPC97367
Intermediate Similarity	0.7094	NPC130570
Intermediate Similarity	0.7063	NPC256893
Intermediate Similarity	0.7055	NPC471312
Intermediate Similarity	0.7025	NPC212125
Remote Similarity	0.6994	NPC129721
Remote Similarity	0.6951	NPC314102
Remote Similarity	0.6951	NPC251722
Remote Similarity	0.6935	NPC471603
Remote Similarity	0.6918	NPC306397
Remote Similarity	0.6906	NPC203754
Remote Similarity	0.6906	NPC150048
Remote Similarity	0.689	NPC29702
Remote Similarity	0.689	NPC328029
Remote Similarity	0.6879	NPC290094
Remote Similarity	0.6875	NPC48192
Remote Similarity	0.6854	NPC98187
Remote Similarity	0.6851	NPC469938
Remote Similarity	0.6816	NPC63751
Remote Similarity	0.6813	NPC165370
Remote Similarity	0.6805	NPC471323
Remote Similarity	0.676	NPC49217
Remote Similarity	0.675	NPC169625
Remote Similarity	0.675	NPC202957
Remote Similarity	0.6748	NPC101165
Remote Similarity	0.6744	NPC282531
Remote Similarity	0.673	NPC476322
Remote Similarity	0.6728	NPC476131
Remote Similarity	0.6724	NPC469763
Remote Similarity	0.6724	NPC469786
Remote Similarity	0.6724	NPC73952
Remote Similarity	0.6724	NPC259644
Remote Similarity	0.6724	NPC25008
Remote Similarity	0.6724	NPC469760
Remote Similarity	0.6724	NPC469765
Remote Similarity	0.6723	NPC25899
Remote Similarity	0.6723	NPC131718
Remote Similarity	0.672	NPC230805
Remote Similarity	0.671	NPC471402
Remote Similarity	0.671	NPC240136
Remote Similarity	0.671	NPC297486
Remote Similarity	0.6705	NPC469762
Remote Similarity	0.6688	NPC84268
Remote Similarity	0.6687	NPC69914
Remote Similarity	0.6687	NPC315320
Remote Similarity	0.6686	NPC80597
Remote Similarity	0.6686	NPC70922
Remote Similarity	0.6686	NPC75540
Remote Similarity	0.6686	NPC211572
Remote Similarity	0.6686	NPC212376
Remote Similarity	0.6685	NPC59269
Remote Similarity	0.6685	NPC225018
Remote Similarity	0.6682	NPC116622
Remote Similarity	0.6667	NPC46358
Remote Similarity	0.6667	NPC89490
Remote Similarity	0.6667	NPC107160
Remote Similarity	0.6667	NPC91958
Remote Similarity	0.665	NPC282247
Remote Similarity	0.6648	NPC473057
Remote Similarity	0.6648	NPC469785
Remote Similarity	0.6647	NPC288445
Remote Similarity	0.6646	NPC265605
Remote Similarity	0.6646	NPC48564
Remote Similarity	0.6646	NPC182570
Remote Similarity	0.6634	NPC242923
Remote Similarity	0.6629	NPC138842
Remote Similarity	0.6626	NPC329896
Remote Similarity	0.6626	NPC475105
Remote Similarity	0.6626	NPC475090
Remote Similarity	0.6619	NPC132631
Remote Similarity	0.6619	NPC103687
Remote Similarity	0.6596	NPC285923
Remote Similarity	0.6592	NPC470203
Remote Similarity	0.6592	NPC71079
Remote Similarity	0.659	NPC470111
Remote Similarity	0.6585	NPC147983
Remote Similarity	0.6585	NPC282398
Remote Similarity	0.6585	NPC177996
Remote Similarity	0.6575	NPC49954
Remote Similarity	0.6575	NPC160105
Remote Similarity	0.6575	NPC474561
Remote Similarity	0.6573	NPC92796
Remote Similarity	0.6573	NPC135141
Remote Similarity	0.657	NPC86288
Remote Similarity	0.6561	NPC143603
Remote Similarity	0.6559	NPC248462
Remote Similarity	0.6556	NPC162268
Remote Similarity	0.6556	NPC102423
Remote Similarity	0.6556	NPC311276
Remote Similarity	0.6556	NPC474217
Remote Similarity	0.6543	NPC48938
Remote Similarity	0.6536	NPC279918
Remote Similarity	0.6536	NPC470204
Remote Similarity	0.6531	NPC474916
Remote Similarity	0.6528	NPC477167
Remote Similarity	0.6528	NPC304187
Remote Similarity	0.6528	NPC477166
Remote Similarity	0.6528	NPC473342
Remote Similarity	0.6522	NPC314603
Remote Similarity	0.6519	NPC477975
Remote Similarity	0.6519	NPC85918
Remote Similarity	0.6514	NPC40070
Remote Similarity	0.6514	NPC24678
Remote Similarity	0.6514	NPC105818
Remote Similarity	0.6509	NPC169433
Remote Similarity	0.6506	NPC322488
Remote Similarity	0.6505	NPC326575
Remote Similarity	0.6503	NPC473764
Remote Similarity	0.6503	NPC314940
Remote Similarity	0.65	NPC282231
Remote Similarity	0.6495	NPC329541
Remote Similarity	0.6489	NPC233936
Remote Similarity	0.6484	NPC278366
Remote Similarity	0.6484	NPC127730
Remote Similarity	0.6482	NPC328318
Remote Similarity	0.6482	NPC328596
Remote Similarity	0.6481	NPC151489
Remote Similarity	0.6481	NPC146373
Remote Similarity	0.6481	NPC245244
Remote Similarity	0.6481	NPC166424
Remote Similarity	0.6477	NPC469975
Remote Similarity	0.6477	NPC473763
Remote Similarity	0.6477	NPC117244
Remote Similarity	0.6474	NPC15102
Remote Similarity	0.6474	NPC159856
Remote Similarity	0.6474	NPC314372
Remote Similarity	0.6471	NPC316811
Remote Similarity	0.6471	NPC315348
Remote Similarity	0.6471	NPC54981
Remote Similarity	0.6471	NPC27802
Remote Similarity	0.6471	NPC32002
Remote Similarity	0.6468	NPC475288
Remote Similarity	0.6467	NPC158129
Remote Similarity	0.6464	NPC78375
Remote Similarity	0.6464	NPC476446
Remote Similarity	0.6464	NPC194640
Remote Similarity	0.6464	NPC469813
Remote Similarity	0.6461	NPC51054
Remote Similarity	0.6448	NPC201700
Remote Similarity	0.6447	NPC265576
Remote Similarity	0.6443	NPC324149
Remote Similarity	0.644	NPC94752
Remote Similarity	0.6436	NPC24864
Remote Similarity	0.6432	NPC313791
Remote Similarity	0.6432	NPC469308
Remote Similarity	0.6432	NPC477976
Remote Similarity	0.6425	NPC212742
Remote Similarity	0.6425	NPC95783
Remote Similarity	0.6425	NPC62995
Remote Similarity	0.6421	NPC108011
Remote Similarity	0.6421	NPC284559
Remote Similarity	0.642	NPC27740
Remote Similarity	0.6419	NPC21461
Remote Similarity	0.6417	NPC157583
Remote Similarity	0.6413	NPC194411
Remote Similarity	0.6411	NPC250178
Remote Similarity	0.6409	NPC177404
Remote Similarity	0.6404	NPC477111
Remote Similarity	0.6402	NPC266551
Remote Similarity	0.64	NPC477974
Remote Similarity	0.6398	NPC329825
Remote Similarity	0.6393	NPC54988
Remote Similarity	0.6393	NPC108469
Remote Similarity	0.6393	NPC41717
Remote Similarity	0.6389	NPC84508
Remote Similarity	0.6386	NPC317373
Remote Similarity	0.6384	NPC470233
Remote Similarity	0.6383	NPC176199
Remote Similarity	0.6383	NPC215795
Remote Similarity	0.6382	NPC76540
Remote Similarity	0.6382	NPC231655
Remote Similarity	0.638	NPC171393
Remote Similarity	0.638	NPC295452
Remote Similarity	0.638	NPC39092
Remote Similarity	0.6378	NPC14651
Remote Similarity	0.6378	NPC121658
Remote Similarity	0.6374	NPC476118
Remote Similarity	0.6374	NPC40779
Remote Similarity	0.6374	NPC478182

Drug Structure

NPD5925 OpenBabel08211708292D 35 37 0 0 0 0 0 0 0 0999 V2000 2.5981 4.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 4.0000 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 -1.7321 -3.0000 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 2.5981 -3.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 -3.5000 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 2.5981 5.5000 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 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 -0.0000 -3.0000 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 1.7321 6.0000 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 1.7321 1.0000 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 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 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 1.7321 7.0000 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 0.8660 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 3.0000 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 0.0000 0.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 7.5000 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 0.8660 7.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 3.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 8.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 8.5000 0.0000 H 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 1.7321 9.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 2 1 0 0 0 0 1 9 1 0 0 0 0 2 10 1 0 0 0 0 3 5 2 0 0 0 0 3 6 1 0 0 0 0 4 7 2 0 0 0 0 4 8 1 0 0 0 0 5 11 1 0 0 0 0 6 12 2 0 0 0 0 7 13 1 0 0 0 0 8 14 2 0 0 0 0 9 15 1 0 0 0 0 10 16 1 0 0 0 0 11 20 2 0 0 0 0 12 20 1 0 0 0 0 13 21 2 0 0 0 0 14 21 1 0 0 0 0 15 22 1 0 0 0 0 16 25 1 0 0 0 0 17 19 2 0 0 0 0 17 26 1 0 0 0 0 18 19 1 0 0 0 0 18 27 2 0 0 0 0 19 23 1 0 0 0 0 20 29 1 0 0 0 0 21 29 1 0 0 0 0 22 28 2 3 0 0 0 22 30 1 0 0 0 0 23 25 2 3 0 0 0 23 31 1 0 0 0 0 24 26 2 0 0 0 0 24 27 1 0 0 0 0 24 29 1 0 0 0 0 28 32 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 M END $$$$

External Identifiers

TTD	DNCL002535
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	53340666
ChEBI
CAS Number

Drug Properties

Molecular Weight	433.21
ALogP	-1.5961
MLogP	3.22
XLogP	6.52
HDA	6
HBD	3
Rotatable Bonds	14
TPSA	114.43
RO5 Violation	2