NPASS drugs

Drug Information

Drug ID:	NPD4466
Drug Name:	Abexinostat
Molecular Formula:	C21H23N3O5
Canonical SMILES:	ONC(=O)c1ccc(cc1)OCCN=C(c1oc2c(c1CN(C)C)cccc2)O
Standard InCHI:	InChI=1S/C21H23N3O5/c1-24(2)13-17-16-5-3-4-6-18(16)29-19(17)21(26)22-11-12-28-15-9-7-14(8-10-15)20(25)23-27/h3-10,27H,11-13H2,1-2H3,(H,22,26)(H,23,25)
Standard InCHIKey:	MAUCONCHVWBMHK-UHFFFAOYSA-N
Max Developmental Stage:	Phase 1
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD4466

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	189
0.1-0.2	1050
0.2-0.3	3591
0.3-0.4	8546
0.4-0.5	3278
0.5-0.6	9093
0.6-0.7	5120
0.7-0.8	23
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	0.7385	NPC283207
Intermediate Similarity	0.7181	NPC469505
Intermediate Similarity	0.7166	NPC153631
Intermediate Similarity	0.7165	NPC99723
Intermediate Similarity	0.7159	NPC62735
Intermediate Similarity	0.7143	NPC478189
Intermediate Similarity	0.7143	NPC473196
Intermediate Similarity	0.7143	NPC471316
Intermediate Similarity	0.7097	NPC268008
Intermediate Similarity	0.7083	NPC303581
Intermediate Similarity	0.7083	NPC67978
Intermediate Similarity	0.7081	NPC60211
Intermediate Similarity	0.7074	NPC469479
Intermediate Similarity	0.7045	NPC163029
Intermediate Similarity	0.7043	NPC473194
Intermediate Similarity	0.7033	NPC153644
Intermediate Similarity	0.703	NPC308895
Intermediate Similarity	0.7026	NPC121400
Intermediate Similarity	0.7026	NPC327005
Intermediate Similarity	0.7011	NPC169766
Intermediate Similarity	0.7011	NPC266425
Intermediate Similarity	0.701	NPC308267
Intermediate Similarity	0.7	NPC14390
Remote Similarity	0.6978	NPC230943
Remote Similarity	0.6976	NPC476661
Remote Similarity	0.6963	NPC219861
Remote Similarity	0.6957	NPC135325
Remote Similarity	0.6942	NPC476662
Remote Similarity	0.6938	NPC257266
Remote Similarity	0.6935	NPC56635
Remote Similarity	0.693	NPC82056
Remote Similarity	0.6927	NPC472581
Remote Similarity	0.6927	NPC284842
Remote Similarity	0.6923	NPC302181
Remote Similarity	0.6923	NPC132771
Remote Similarity	0.6919	NPC235194
Remote Similarity	0.6919	NPC315542
Remote Similarity	0.6919	NPC296030
Remote Similarity	0.6919	NPC39929
Remote Similarity	0.6919	NPC206061
Remote Similarity	0.6916	NPC38964
Remote Similarity	0.6915	NPC80489
Remote Similarity	0.6915	NPC473193
Remote Similarity	0.6911	NPC471651
Remote Similarity	0.6908	NPC97086
Remote Similarity	0.6908	NPC67346
Remote Similarity	0.6907	NPC186392
Remote Similarity	0.6907	NPC476459
Remote Similarity	0.6905	NPC257728
Remote Similarity	0.6902	NPC14875
Remote Similarity	0.6902	NPC12148
Remote Similarity	0.6902	NPC130581
Remote Similarity	0.6897	NPC477645
Remote Similarity	0.6895	NPC228501
Remote Similarity	0.6882	NPC58661
Remote Similarity	0.6881	NPC196231
Remote Similarity	0.6875	NPC272722
Remote Similarity	0.6872	NPC153365
Remote Similarity	0.6868	NPC313414
Remote Similarity	0.6868	NPC17760
Remote Similarity	0.6868	NPC53192
Remote Similarity	0.6866	NPC469437
Remote Similarity	0.6862	NPC84721
Remote Similarity	0.6862	NPC213608
Remote Similarity	0.6862	NPC1477
Remote Similarity	0.6857	NPC79130
Remote Similarity	0.6854	NPC116178
Remote Similarity	0.6853	NPC309692
Remote Similarity	0.6848	NPC300267
Remote Similarity	0.6848	NPC210826
Remote Similarity	0.6848	NPC51641
Remote Similarity	0.6845	NPC156244
Remote Similarity	0.6845	NPC471229
Remote Similarity	0.6845	NPC471649
Remote Similarity	0.6842	NPC135006
Remote Similarity	0.684	NPC197125
Remote Similarity	0.6834	NPC138083
Remote Similarity	0.6831	NPC290404
Remote Similarity	0.6828	NPC37226
Remote Similarity	0.6828	NPC226644
Remote Similarity	0.6827	NPC232533
Remote Similarity	0.6827	NPC243483
Remote Similarity	0.6827	NPC140577
Remote Similarity	0.6827	NPC43069
Remote Similarity	0.6823	NPC99968
Remote Similarity	0.6822	NPC217903
Remote Similarity	0.6821	NPC227683
Remote Similarity	0.6821	NPC129578
Remote Similarity	0.6811	NPC469540
Remote Similarity	0.6811	NPC469539
Remote Similarity	0.6811	NPC472918
Remote Similarity	0.6809	NPC5871
Remote Similarity	0.6809	NPC207624
Remote Similarity	0.6809	NPC67654
Remote Similarity	0.6804	NPC86469
Remote Similarity	0.6804	NPC45449
Remote Similarity	0.6804	NPC36320
Remote Similarity	0.68	NPC149571
Remote Similarity	0.6798	NPC106606
Remote Similarity	0.6796	NPC138438
Remote Similarity	0.6796	NPC908
Remote Similarity	0.6796	NPC83019
Remote Similarity	0.6796	NPC293624
Remote Similarity	0.6793	NPC223873
Remote Similarity	0.6791	NPC472421
Remote Similarity	0.6791	NPC267117
Remote Similarity	0.6789	NPC160015
Remote Similarity	0.6789	NPC247677
Remote Similarity	0.6788	NPC312056
Remote Similarity	0.6788	NPC84515
Remote Similarity	0.6777	NPC157958
Remote Similarity	0.6772	NPC122365
Remote Similarity	0.6771	NPC472961
Remote Similarity	0.6771	NPC220582
Remote Similarity	0.6771	NPC472962
Remote Similarity	0.6771	NPC304839
Remote Similarity	0.6769	NPC53640
Remote Similarity	0.6766	NPC18306
Remote Similarity	0.6765	NPC94499
Remote Similarity	0.6757	NPC229190
Remote Similarity	0.6755	NPC170169
Remote Similarity	0.6755	NPC193976
Remote Similarity	0.6755	NPC207675
Remote Similarity	0.6755	NPC474772
Remote Similarity	0.6755	NPC472580
Remote Similarity	0.6755	NPC472423
Remote Similarity	0.6755	NPC471613
Remote Similarity	0.6755	NPC115324
Remote Similarity	0.6755	NPC212699
Remote Similarity	0.6755	NPC58668
Remote Similarity	0.6755	NPC23668
Remote Similarity	0.6755	NPC474744
Remote Similarity	0.6755	NPC106372
Remote Similarity	0.6754	NPC294300
Remote Similarity	0.6754	NPC476404
Remote Similarity	0.6754	NPC104380
Remote Similarity	0.6754	NPC65504
Remote Similarity	0.6754	NPC473282
Remote Similarity	0.6754	NPC217602
Remote Similarity	0.6754	NPC296957
Remote Similarity	0.6754	NPC260902
Remote Similarity	0.6754	NPC317900
Remote Similarity	0.6753	NPC263092
Remote Similarity	0.6753	NPC1706
Remote Similarity	0.6753	NPC39305
Remote Similarity	0.6753	NPC59295
Remote Similarity	0.6753	NPC1755
Remote Similarity	0.6751	NPC207721
Remote Similarity	0.6748	NPC24228
Remote Similarity	0.6748	NPC204580
Remote Similarity	0.6748	NPC281629
Remote Similarity	0.6744	NPC321166
Remote Similarity	0.674	NPC124269
Remote Similarity	0.6739	NPC225884
Remote Similarity	0.6738	NPC221868
Remote Similarity	0.6738	NPC277032
Remote Similarity	0.6738	NPC37208
Remote Similarity	0.6737	NPC198490
Remote Similarity	0.6737	NPC148938
Remote Similarity	0.6736	NPC188486
Remote Similarity	0.6736	NPC30655
Remote Similarity	0.6736	NPC74854
Remote Similarity	0.6736	NPC35345
Remote Similarity	0.6736	NPC45124
Remote Similarity	0.6735	NPC247973
Remote Similarity	0.6734	NPC287243
Remote Similarity	0.6733	NPC471650
Remote Similarity	0.673	NPC126211
Remote Similarity	0.6723	NPC132308
Remote Similarity	0.6722	NPC160747
Remote Similarity	0.672	NPC476182
Remote Similarity	0.672	NPC210597
Remote Similarity	0.672	NPC131121
Remote Similarity	0.672	NPC44721
Remote Similarity	0.672	NPC243171
Remote Similarity	0.672	NPC327269
Remote Similarity	0.672	NPC35567
Remote Similarity	0.672	NPC211466
Remote Similarity	0.672	NPC285623
Remote Similarity	0.672	NPC122828
Remote Similarity	0.672	NPC3779
Remote Similarity	0.672	NPC473996
Remote Similarity	0.672	NPC477957
Remote Similarity	0.672	NPC17816
Remote Similarity	0.672	NPC171651
Remote Similarity	0.672	NPC142308
Remote Similarity	0.672	NPC476238
Remote Similarity	0.672	NPC176869
Remote Similarity	0.672	NPC31627
Remote Similarity	0.672	NPC40086
Remote Similarity	0.672	NPC263676
Remote Similarity	0.6719	NPC254700
Remote Similarity	0.6719	NPC40583
Remote Similarity	0.6719	NPC476349
Remote Similarity	0.6719	NPC476350
Remote Similarity	0.6718	NPC41689
Remote Similarity	0.6718	NPC259007
Remote Similarity	0.6718	NPC329215
Remote Similarity	0.6718	NPC204088
Remote Similarity	0.6714	NPC293347

Drug Structure

NPD4466 OpenBabel08211705262D 32 34 0 0 0 0 0 0 0 0999 V2000 1.3383 3.1043 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0511 4.2633 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.6831 1.3090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.6831 0.3090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.8171 1.8090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.8171 -0.1910 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.5878 2.5411 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.0878 3.4071 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.0878 1.6750 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.5878 2.5411 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.0878 -0.0570 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.5878 0.8090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.3090 2.5691 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.0878 3.4071 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.0878 1.6750 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.9511 1.3090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 1.6180 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.9511 0.3090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.5878 0.8090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.5878 4.2731 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.5878 0.8090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.0878 -0.0570 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -7.5878 4.2731 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 0.3601 3.3122 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -6.0878 5.1391 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.0878 1.6750 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -8.0878 3.4071 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -4.5878 0.8090 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 -8.0878 5.1391 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.0878 1.6750 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -9.0878 3.4071 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 24 1 0 0 0 0 2 24 1 0 0 0 0 3 4 2 0 0 0 0 3 5 1 0 0 0 0 4 6 1 0 0 0 0 5 16 2 0 0 0 0 6 18 2 0 0 0 0 7 9 1 0 0 0 0 7 14 2 0 0 0 0 8 10 2 0 0 0 0 8 14 1 0 0 0 0 9 15 2 0 0 0 0 10 15 1 0 0 0 0 11 12 1 0 0 0 0 11 22 1 0 0 0 0 12 28 1 0 0 0 0 13 17 1 0 0 0 0 13 24 1 0 0 0 0 14 20 1 0 0 0 0 15 28 1 0 0 0 0 16 17 1 0 0 0 0 16 18 1 0 0 0 0 17 19 2 0 0 0 0 18 29 1 0 0 0 0 19 21 1 0 0 0 0 19 29 1 0 0 0 0 20 23 1 0 0 0 0 20 25 2 0 0 0 0 21 22 2 3 0 0 0 21 26 1 0 0 0 0 23 27 1 0 0 0 0 23 30 1 0 0 0 0 26 31 1 0 0 0 0 27 32 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DNCL002505
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	11749858
ChEBI
CAS Number

Drug Properties

Molecular Weight	397.16
ALogP	-1.4565
MLogP	2.89
XLogP	2.752
HDA	4
HBD	3
Rotatable Bonds	13
TPSA	107.53
RO5 Violation	0