NPASS drugs

Drug Information

Drug ID:	NPD6413
Drug Name:	Romidepsin
Molecular Formula:	C25H39N3O6S2
Canonical SMILES:	SCC/C=C/[C@@H]1CC(=O)C[C@H](C(C)C)C(=N[C@H](CS)C(=N/C(=CC)/C(=N[C@H](C(=O)O1)C(C)C)O)O)O
Standard InCHI:	InChI=1S/C25H39N3O6S2/c1-6-19-23(31)28-21(15(4)5)25(33)34-17(9-7-8-10-35)11-16(29)12-18(14(2)3)22(30)27-20(13-36)24(32)26-19/h6-7,9,14-15,17-18,20-21,35-36H,8,10-13H2,1-5H3,(H,26,32)(H,27,30)(H,28,31)/b9-7+,19-6-/t17-,18-,20-,21+/m1/s1
Standard InCHIKey:	UPCFDQLGZODPFB-BXJZLCHMSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD6413

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	52
0.1-0.2	309
0.2-0.3	2029
0.3-0.4	16598
0.4-0.5	8869
0.5-0.6	2908
0.6-0.7	123
0.7-0.8	2
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	0.7699	NPC329305
Intermediate Similarity	0.7083	NPC471645
Remote Similarity	0.6967	NPC201968
Remote Similarity	0.6953	NPC329919
Remote Similarity	0.6953	NPC477793
Remote Similarity	0.6923	NPC474312
Remote Similarity	0.6838	NPC472615
Remote Similarity	0.6803	NPC50694
Remote Similarity	0.6752	NPC472616
Remote Similarity	0.675	NPC127578
Remote Similarity	0.6606	NPC472614
Remote Similarity	0.6522	NPC4834
Remote Similarity	0.6496	NPC474873
Remote Similarity	0.6471	NPC205176
Remote Similarity	0.6441	NPC469598
Remote Similarity	0.6435	NPC175614
Remote Similarity	0.6429	NPC316325
Remote Similarity	0.6417	NPC271269
Remote Similarity	0.6417	NPC135216
Remote Similarity	0.6417	NPC101106
Remote Similarity	0.6393	NPC474891
Remote Similarity	0.6379	NPC476344
Remote Similarity	0.6378	NPC9714
Remote Similarity	0.6371	NPC295444
Remote Similarity	0.6371	NPC273215
Remote Similarity	0.6371	NPC268327
Remote Similarity	0.6364	NPC204556
Remote Similarity	0.6364	NPC251330
Remote Similarity	0.6356	NPC313234
Remote Similarity	0.6333	NPC74035
Remote Similarity	0.6333	NPC14537
Remote Similarity	0.6316	NPC472613
Remote Similarity	0.6311	NPC476034
Remote Similarity	0.6311	NPC474969
Remote Similarity	0.6311	NPC287572
Remote Similarity	0.6311	NPC471636
Remote Similarity	0.6311	NPC475150
Remote Similarity	0.6308	NPC80150
Remote Similarity	0.6299	NPC147707
Remote Similarity	0.6281	NPC473252
Remote Similarity	0.6273	NPC261380
Remote Similarity	0.6268	NPC160222
Remote Similarity	0.6268	NPC193753
Remote Similarity	0.626	NPC133729
Remote Similarity	0.624	NPC279383
Remote Similarity	0.624	NPC469865
Remote Similarity	0.6238	NPC280065
Remote Similarity	0.6238	NPC45060
Remote Similarity	0.623	NPC250187
Remote Similarity	0.6228	NPC319473
Remote Similarity	0.6214	NPC43219
Remote Similarity	0.6212	NPC160493
Remote Similarity	0.621	NPC113012
Remote Similarity	0.621	NPC122926
Remote Similarity	0.6207	NPC150041
Remote Similarity	0.6204	NPC47031
Remote Similarity	0.619	NPC5485
Remote Similarity	0.619	NPC475988
Remote Similarity	0.6186	NPC132931
Remote Similarity	0.6186	NPC234542
Remote Similarity	0.6172	NPC476190
Remote Similarity	0.6172	NPC27413
Remote Similarity	0.6172	NPC271621
Remote Similarity	0.6172	NPC59751
Remote Similarity	0.6168	NPC201225
Remote Similarity	0.616	NPC29501
Remote Similarity	0.6154	NPC123141
Remote Similarity	0.6154	NPC473808
Remote Similarity	0.6154	NPC86064
Remote Similarity	0.6148	NPC154601
Remote Similarity	0.6147	NPC7414
Remote Similarity	0.6147	NPC85772
Remote Similarity	0.614	NPC145666
Remote Similarity	0.6139	NPC249713
Remote Similarity	0.6134	NPC473224
Remote Similarity	0.6129	NPC24389
Remote Similarity	0.6126	NPC125290
Remote Similarity	0.6124	NPC296361
Remote Similarity	0.6116	NPC474563
Remote Similarity	0.6107	NPC315915
Remote Similarity	0.6094	NPC7905
Remote Similarity	0.6094	NPC477554
Remote Similarity	0.6094	NPC315652
Remote Similarity	0.6091	NPC475989
Remote Similarity	0.6087	NPC472264
Remote Similarity	0.6087	NPC300312
Remote Similarity	0.6087	NPC111114
Remote Similarity	0.6087	NPC261607
Remote Similarity	0.6083	NPC175531
Remote Similarity	0.608	NPC476290
Remote Similarity	0.6075	NPC127526
Remote Similarity	0.6075	NPC474833
Remote Similarity	0.6068	NPC54905
Remote Similarity	0.6068	NPC314009
Remote Similarity	0.6068	NPC233273
Remote Similarity	0.6068	NPC189764
Remote Similarity	0.6068	NPC205546
Remote Similarity	0.6068	NPC50902
Remote Similarity	0.6063	NPC273814
Remote Similarity	0.6061	NPC190663
Remote Similarity	0.6055	NPC112868
Remote Similarity	0.6053	NPC39290
Remote Similarity	0.6053	NPC159369
Remote Similarity	0.6048	NPC307903
Remote Similarity	0.6048	NPC140251
Remote Similarity	0.6047	NPC477553
Remote Similarity	0.6038	NPC279537
Remote Similarity	0.6033	NPC325339
Remote Similarity	0.6033	NPC72401
Remote Similarity	0.6033	NPC128501
Remote Similarity	0.6032	NPC476875
Remote Similarity	0.6032	NPC21713
Remote Similarity	0.6032	NPC475608
Remote Similarity	0.6019	NPC89128
Remote Similarity	0.6019	NPC4299
Remote Similarity	0.6016	NPC103391
Remote Similarity	0.6016	NPC476813
Remote Similarity	0.6016	NPC476814
Remote Similarity	0.6016	NPC472536
Remote Similarity	0.6016	NPC475918
Remote Similarity	0.6015	NPC16709
Remote Similarity	0.6	NPC477555
Remote Similarity	0.6	NPC473578
Remote Similarity	0.6	NPC218602
Remote Similarity	0.6	NPC473249
Remote Similarity	0.5985	NPC315188
Remote Similarity	0.5984	NPC469968
Remote Similarity	0.5984	NPC80834
Remote Similarity	0.5984	NPC476269
Remote Similarity	0.5983	NPC65829
Remote Similarity	0.5983	NPC167219
Remote Similarity	0.5982	NPC11804
Remote Similarity	0.5981	NPC476439
Remote Similarity	0.598	NPC474812
Remote Similarity	0.5968	NPC271562
Remote Similarity	0.5966	NPC53844
Remote Similarity	0.5966	NPC167380
Remote Similarity	0.5963	NPC115418
Remote Similarity	0.595	NPC188785
Remote Similarity	0.5946	NPC16488
Remote Similarity	0.594	NPC476183
Remote Similarity	0.5935	NPC119329
Remote Similarity	0.5929	NPC261721
Remote Similarity	0.5929	NPC469483
Remote Similarity	0.5929	NPC477728
Remote Similarity	0.5929	NPC116575
Remote Similarity	0.5929	NPC316426
Remote Similarity	0.5929	NPC315395
Remote Similarity	0.5926	NPC192006
Remote Similarity	0.5923	NPC475642
Remote Similarity	0.5922	NPC478256
Remote Similarity	0.5922	NPC101622
Remote Similarity	0.5922	NPC291196
Remote Similarity	0.5922	NPC103712
Remote Similarity	0.592	NPC171734
Remote Similarity	0.5917	NPC141191
Remote Similarity	0.5909	NPC325031
Remote Similarity	0.5909	NPC470241
Remote Similarity	0.5909	NPC310467
Remote Similarity	0.5906	NPC12270
Remote Similarity	0.5906	NPC170375
Remote Similarity	0.5899	NPC314361
Remote Similarity	0.5897	NPC469692
Remote Similarity	0.5897	NPC469645
Remote Similarity	0.5896	NPC476281
Remote Similarity	0.5896	NPC476184
Remote Similarity	0.5893	NPC227051
Remote Similarity	0.589	NPC469801
Remote Similarity	0.5888	NPC271070
Remote Similarity	0.5887	NPC258130
Remote Similarity	0.5882	NPC121857
Remote Similarity	0.5882	NPC475503
Remote Similarity	0.5882	NPC185553
Remote Similarity	0.5878	NPC470276
Remote Similarity	0.5877	NPC72513
Remote Similarity	0.5877	NPC478144
Remote Similarity	0.5873	NPC298484
Remote Similarity	0.5873	NPC474725
Remote Similarity	0.5865	NPC242692
Remote Similarity	0.5865	NPC469515
Remote Similarity	0.5865	NPC156379
Remote Similarity	0.5865	NPC475383
Remote Similarity	0.5862	NPC473448
Remote Similarity	0.5859	NPC474995
Remote Similarity	0.5856	NPC26624
Remote Similarity	0.5856	NPC89555
Remote Similarity	0.5856	NPC469833
Remote Similarity	0.5856	NPC469838
Remote Similarity	0.5849	NPC288086
Remote Similarity	0.5847	NPC121825
Remote Similarity	0.5847	NPC53685
Remote Similarity	0.5845	NPC230889
Remote Similarity	0.5841	NPC255307
Remote Similarity	0.5841	NPC165162
Remote Similarity	0.5841	NPC474369
Remote Similarity	0.584	NPC475800
Remote Similarity	0.5833	NPC40812
Remote Similarity	0.5833	NPC241050
Remote Similarity	0.5833	NPC475646
Remote Similarity	0.5833	NPC169205

Drug Structure

NPD6413 OpenBabel08211709092D 41 41 0 0 1 0 0 0 0 0999 V2000 -5.4910 -2.3971 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.1557 4.3159 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.4569 4.6538 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.4636 -2.3971 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.9765 -3.3593 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.4931 -2.4625 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.3022 2.1420 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.2830 2.3371 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.9808 1.1951 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.6044 3.2840 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.3827 1.9239 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.0137 3.0137 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.0081 1.1951 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.2088 3.9945 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.5342 -2.4625 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.0898 2.6310 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 1.0000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -3.0137 3.0137 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -3.9375 -1.6310 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.0273 1.0000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -1.0898 -1.6310 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -3.9375 2.6310 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.0137 -2.0137 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.0273 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.3827 -0.9239 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.6447 -0.9239 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -4.6447 1.9239 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -2.0137 -2.0137 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -0.5342 3.4625 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -4.4931 3.4625 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -3.2088 -2.9945 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -6.0081 -0.1951 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.4488 -1.4794 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 3.5852 3.4791 0.0000 S 0 0 0 0 0 0 0 0 0 0 0 0 -6.3296 2.1420 0.0000 S 0 0 0 0 0 0 0 0 0 0 0 0 -5.4910 3.3971 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.4569 -3.6538 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -6.6675 0.5567 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 3.9067 4.4261 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -5.6702 2.8939 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 6 1 0 0 0 0 2 14 1 0 0 0 0 3 14 1 0 0 0 0 4 15 1 0 0 0 0 5 15 1 0 0 0 0 6 19 2 0 0 0 0 7 8 1 0 0 0 0 7 9 2 0 0 0 0 8 10 1 0 0 0 0 10 35 1 0 0 0 0 11 16 1 0 0 0 0 11 17 1 0 0 0 0 12 16 1 0 0 0 0 12 18 1 0 0 0 0 13 36 1 0 0 0 0 16 29 2 0 0 0 0 17 9 1 1 0 0 0 17 34 1 0 0 0 0 18 14 1 1 0 0 0 18 22 1 0 0 0 0 19 23 1 0 0 0 0 19 26 1 0 0 0 0 20 13 1 1 0 0 0 20 24 1 0 0 0 0 20 27 1 0 0 0 0 21 15 1 6 0 0 0 21 25 1 0 0 0 0 21 28 1 0 0 0 0 22 27 2 3 0 0 0 22 30 1 0 0 0 0 23 28 2 3 0 0 0 23 31 1 0 0 0 0 24 26 2 3 0 0 0 24 32 1 0 0 0 0 25 33 2 0 0 0 0 25 34 1 0 0 0 0 30 37 1 0 0 0 0 31 38 1 0 0 0 0 32 39 1 0 0 0 0 35 40 1 0 0 0 0 36 41 1 0 0 0 0 M END $$$$

External Identifiers

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

Drug Properties

Molecular Weight	541.23
ALogP	1.7919
MLogP	3
XLogP	3.545
HDA	9
HBD	3
Rotatable Bonds	16
TPSA	218.74
RO5 Violation	0