NPASS drugs

Drug Information

Drug ID:	NPD4738
Drug Name:	Tosedostat
Molecular Formula:	C21H30N2O6
Canonical SMILES:	O[C@@H]([C@H](C(=N[C@@H](c1ccccc1)C(=O)OC1CCCC1)O)CC(C)C)C(=NO)O
Standard InCHI:	InChI=1S/C21H30N2O6/c1-13(2)12-16(18(24)20(26)23-28)19(25)22-17(14-8-4-3-5-9-14)21(27)29-15-10-6-7-11-15/h3-5,8-9,13,15-18,24,28H,6-7,10-12H2,1-2H3,(H,22,25)(H,23,26)/t16-,17+,18+/m1/s1
Standard InCHIKey:	FWFGIHPGRQZWIW-SQNIBIBYSA-N
Max Developmental Stage:	Phase 2
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD4738

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	84
0.1-0.2	444
0.2-0.3	1215
0.3-0.4	4694
0.4-0.5	17275
0.5-0.6	6349
0.6-0.7	713
0.7-0.8	106
0.8-0.85	10
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	0.848	NPC169328
Intermediate Similarity	0.8413	NPC310467
Intermediate Similarity	0.8413	NPC237420
Intermediate Similarity	0.8268	NPC314992
Intermediate Similarity	0.8231	NPC35996
Intermediate Similarity	0.814	NPC190663
Intermediate Similarity	0.811	NPC2265
Intermediate Similarity	0.8106	NPC47667
Intermediate Similarity	0.8015	NPC160493
Intermediate Similarity	0.8	NPC80150
Intermediate Similarity	0.7863	NPC476183
Intermediate Similarity	0.7863	NPC478016
Intermediate Similarity	0.7863	NPC478015
Intermediate Similarity	0.7863	NPC478014
Intermediate Similarity	0.7863	NPC477061
Intermediate Similarity	0.7863	NPC45777
Intermediate Similarity	0.7803	NPC476281
Intermediate Similarity	0.7803	NPC476184
Intermediate Similarity	0.7754	NPC246913
Intermediate Similarity	0.7752	NPC197470
Intermediate Similarity	0.7704	NPC4974
Intermediate Similarity	0.7687	NPC476278
Intermediate Similarity	0.766	NPC6570
Intermediate Similarity	0.7656	NPC474584
Intermediate Similarity	0.7656	NPC273814
Intermediate Similarity	0.763	NPC476260
Intermediate Similarity	0.763	NPC476241
Intermediate Similarity	0.7615	NPC188010
Intermediate Similarity	0.7574	NPC474847
Intermediate Similarity	0.7574	NPC476125
Intermediate Similarity	0.7574	NPC476179
Intermediate Similarity	0.7552	NPC307357
Intermediate Similarity	0.7552	NPC268841
Intermediate Similarity	0.7552	NPC46098
Intermediate Similarity	0.7541	NPC12730
Intermediate Similarity	0.7535	NPC68865
Intermediate Similarity	0.7535	NPC127741
Intermediate Similarity	0.7483	NPC135121
Intermediate Similarity	0.7466	NPC477217
Intermediate Similarity	0.7466	NPC201244
Intermediate Similarity	0.746	NPC327481
Intermediate Similarity	0.7442	NPC329011
Intermediate Similarity	0.744	NPC88267
Intermediate Similarity	0.744	NPC224610
Intermediate Similarity	0.744	NPC113326
Intermediate Similarity	0.744	NPC194390
Intermediate Similarity	0.7397	NPC476978
Intermediate Similarity	0.7383	NPC2501
Intermediate Similarity	0.7365	NPC145113
Intermediate Similarity	0.7364	NPC319579
Intermediate Similarity	0.736	NPC164859
Intermediate Similarity	0.736	NPC471317
Intermediate Similarity	0.7357	NPC69496
Intermediate Similarity	0.7353	NPC84281
Intermediate Similarity	0.7353	NPC169485
Intermediate Similarity	0.7353	NPC317474
Intermediate Similarity	0.7353	NPC213126
Intermediate Similarity	0.7353	NPC291027
Intermediate Similarity	0.7338	NPC199738
Intermediate Similarity	0.7338	NPC210950
Intermediate Similarity	0.7329	NPC91953
Intermediate Similarity	0.7329	NPC161069
Intermediate Similarity	0.7328	NPC1986
Intermediate Similarity	0.7328	NPC474544
Intermediate Similarity	0.7324	NPC245836
Intermediate Similarity	0.7324	NPC233910
Intermediate Similarity	0.7286	NPC296712
Intermediate Similarity	0.7285	NPC162104
Intermediate Similarity	0.7279	NPC52748
Intermediate Similarity	0.7273	NPC297145
Intermediate Similarity	0.7273	NPC477680
Intermediate Similarity	0.7273	NPC197743
Intermediate Similarity	0.726	NPC197921
Intermediate Similarity	0.726	NPC263493
Intermediate Similarity	0.726	NPC269398
Intermediate Similarity	0.7248	NPC225648
Intermediate Similarity	0.7248	NPC329761
Intermediate Similarity	0.7237	NPC122590
Intermediate Similarity	0.7234	NPC478147
Intermediate Similarity	0.723	NPC5620
Intermediate Similarity	0.7211	NPC197682
Intermediate Similarity	0.7211	NPC469360
Intermediate Similarity	0.7192	NPC239762
Intermediate Similarity	0.7192	NPC163392
Intermediate Similarity	0.7181	NPC262077
Intermediate Similarity	0.7172	NPC43755
Intermediate Similarity	0.7172	NPC471265
Intermediate Similarity	0.7172	NPC471264
Intermediate Similarity	0.7143	NPC65310
Intermediate Similarity	0.7143	NPC168113
Intermediate Similarity	0.7133	NPC45191
Intermediate Similarity	0.7133	NPC246079
Intermediate Similarity	0.7133	NPC138775
Intermediate Similarity	0.7133	NPC275538
Intermediate Similarity	0.7123	NPC98424
Intermediate Similarity	0.7123	NPC92784
Intermediate Similarity	0.7123	NPC178662
Intermediate Similarity	0.7123	NPC287358
Intermediate Similarity	0.7123	NPC470884
Intermediate Similarity	0.7123	NPC476133
Intermediate Similarity	0.7114	NPC315266
Intermediate Similarity	0.7114	NPC209509
Intermediate Similarity	0.7109	NPC476198
Intermediate Similarity	0.7101	NPC474862
Intermediate Similarity	0.7095	NPC176226
Intermediate Similarity	0.7095	NPC139326
Intermediate Similarity	0.7086	NPC471820
Intermediate Similarity	0.7086	NPC471821
Intermediate Similarity	0.7083	NPC470392
Intermediate Similarity	0.7075	NPC476259
Intermediate Similarity	0.7073	NPC58674
Intermediate Similarity	0.7059	NPC470274
Intermediate Similarity	0.705	NPC6975
Intermediate Similarity	0.7039	NPC129666
Intermediate Similarity	0.7016	NPC25565
Intermediate Similarity	0.7007	NPC319950
Remote Similarity	0.6986	NPC113325
Remote Similarity	0.6986	NPC279045
Remote Similarity	0.698	NPC111586
Remote Similarity	0.698	NPC57976
Remote Similarity	0.698	NPC108852
Remote Similarity	0.698	NPC261709
Remote Similarity	0.6978	NPC252878
Remote Similarity	0.6966	NPC244866
Remote Similarity	0.6963	NPC235421
Remote Similarity	0.696	NPC475439
Remote Similarity	0.696	NPC473501
Remote Similarity	0.6959	NPC471201
Remote Similarity	0.6953	NPC202613
Remote Similarity	0.6943	NPC56635
Remote Similarity	0.6929	NPC46427
Remote Similarity	0.6928	NPC339338
Remote Similarity	0.6928	NPC227905
Remote Similarity	0.6928	NPC146097
Remote Similarity	0.6918	NPC90693
Remote Similarity	0.6918	NPC228511
Remote Similarity	0.6918	NPC64897
Remote Similarity	0.6913	NPC239770
Remote Similarity	0.6911	NPC323164
Remote Similarity	0.6906	NPC202521
Remote Similarity	0.6901	NPC477937
Remote Similarity	0.6899	NPC19136
Remote Similarity	0.6885	NPC258627
Remote Similarity	0.6883	NPC7817
Remote Similarity	0.6883	NPC475168
Remote Similarity	0.6882	NPC282092
Remote Similarity	0.6875	NPC471052
Remote Similarity	0.6875	NPC471051
Remote Similarity	0.6875	NPC325651
Remote Similarity	0.6875	NPC471053
Remote Similarity	0.6871	NPC196091
Remote Similarity	0.6863	NPC105717
Remote Similarity	0.6857	NPC27581
Remote Similarity	0.6857	NPC142577
Remote Similarity	0.6855	NPC471527
Remote Similarity	0.6853	NPC319766
Remote Similarity	0.6853	NPC476353
Remote Similarity	0.6848	NPC26108
Remote Similarity	0.6848	NPC95412
Remote Similarity	0.6842	NPC81026
Remote Similarity	0.6842	NPC49565
Remote Similarity	0.6839	NPC185404
Remote Similarity	0.6835	NPC476990
Remote Similarity	0.6831	NPC472414
Remote Similarity	0.6829	NPC83241
Remote Similarity	0.6828	NPC183722
Remote Similarity	0.6825	NPC122493
Remote Similarity	0.6825	NPC10781
Remote Similarity	0.6825	NPC293628
Remote Similarity	0.6825	NPC324569
Remote Similarity	0.6824	NPC175870
Remote Similarity	0.6815	NPC276949
Remote Similarity	0.6815	NPC35850
Remote Similarity	0.6809	NPC474082
Remote Similarity	0.6809	NPC175726
Remote Similarity	0.6806	NPC472413
Remote Similarity	0.6803	NPC470877
Remote Similarity	0.6803	NPC248283
Remote Similarity	0.68	NPC469427
Remote Similarity	0.68	NPC469426
Remote Similarity	0.68	NPC303045
Remote Similarity	0.68	NPC161972
Remote Similarity	0.6797	NPC31171
Remote Similarity	0.6797	NPC237240
Remote Similarity	0.6795	NPC472761
Remote Similarity	0.6792	NPC1390
Remote Similarity	0.6792	NPC62104
Remote Similarity	0.6783	NPC278097
Remote Similarity	0.6781	NPC326966
Remote Similarity	0.6779	NPC473055
Remote Similarity	0.6779	NPC473052
Remote Similarity	0.6776	NPC266741
Remote Similarity	0.6776	NPC314287
Remote Similarity	0.6772	NPC322598
Remote Similarity	0.6765	NPC245741
Remote Similarity	0.6765	NPC471318
Remote Similarity	0.6765	NPC33742
Remote Similarity	0.6757	NPC314835
Remote Similarity	0.6752	NPC470902
Remote Similarity	0.675	NPC476194

Drug Structure

NPD4738 OpenBabel08211705272D 33 34 0 0 1 0 0 0 0 0999 V2000 2.5981 3.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 5.0000 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 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 -1.0827 -1.2024 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.5827 -0.3364 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 -0.1045 -0.9945 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.9135 0.4067 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 5.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 4.5000 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 -0.0000 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 4.5000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 1.7321 2.0000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 0.0000 5.0000 0.0000 C 0 0 1 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 0.0000 6.0000 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 3.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 6.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 4.5000 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 -0.8660 6.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 2.0000 0.0000 O 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 0.8660 0.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 5.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 3.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 6.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 8.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 13 1 0 0 0 0 2 13 1 0 0 0 0 3 4 2 0 0 0 0 3 5 1 0 0 0 0 4 8 1 0 0 0 0 5 9 2 0 0 0 0 6 7 1 0 0 0 0 6 10 1 0 0 0 0 7 11 1 0 0 0 0 8 14 2 0 0 0 0 9 14 1 0 0 0 0 10 15 1 0 0 0 0 11 15 1 0 0 0 0 12 13 1 0 0 0 0 14 17 1 0 0 0 0 15 29 1 0 0 0 0 16 12 1 1 0 0 0 16 18 1 0 0 0 0 16 19 1 0 0 0 0 17 21 1 1 0 0 0 17 22 1 0 0 0 0 18 20 1 6 0 0 0 18 24 1 0 0 0 0 19 22 2 3 0 0 0 19 25 1 0 0 0 0 20 23 2 3 0 0 0 20 26 1 0 0 0 0 21 27 2 0 0 0 0 21 29 1 0 0 0 0 23 28 1 0 0 0 0 24 30 1 0 0 0 0 25 31 1 0 0 0 0 26 32 1 0 0 0 0 28 33 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DCL000085
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	15547703
ChEBI
CAS Number

Drug Properties

Molecular Weight	406.21
ALogP	-1.8569
MLogP	2.89
XLogP	4.651
HDA	6
HBD	4
Rotatable Bonds	16
TPSA	131.94
RO5 Violation	0