NPASS drugs

Drug Information

Drug ID:	NPD6243
Drug Name:	Cediranib Maleate
Molecular Formula:	C25H27FN4O3.C4H4O4
Canonical SMILES:	OC(=O)/C=CC(=O)O.COc1cc2c(ncnc2cc1OCCCN1CCCC1)Oc1ccc2c(c1F)cc([nH]2)C
Standard InCHI:	InChI=1S/C25H27FN4O3.C4H4O4/c1-16-12-17-19(29-16)6-7-21(24(17)26)33-25-18-13-22(31-2)23(14-20(18)27-15-28-25)32-11-5-10-30-8-3-4-9-30;5-3(6)1-2-4(7)8/h6-7,12-15,29H,3-5,8-11H2,1-2H3;1-2H,(H,5,6)(H,7,8)/b;2-1-
Standard InCHIKey:	JRMGHBVACUJCRP-BTJKTKAUSA-N
Max Developmental Stage:	Phase 3
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD6243

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	602
0.1-0.2	4401
0.2-0.3	8666
0.3-0.4	7271
0.4-0.5	6990
0.5-0.6	2172
0.6-0.7	657
0.7-0.8	130
0.8-0.85	1
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	0.8445	NPC56271
Intermediate Similarity	0.7745	NPC130570
Intermediate Similarity	0.7621	NPC285558
Intermediate Similarity	0.7543	NPC316981
Intermediate Similarity	0.7521	NPC170114
Intermediate Similarity	0.7511	NPC266931
Intermediate Similarity	0.751	NPC472068
Intermediate Similarity	0.7479	NPC470549
Intermediate Similarity	0.7479	NPC160666
Intermediate Similarity	0.7459	NPC277351
Intermediate Similarity	0.7456	NPC135887
Intermediate Similarity	0.7456	NPC199277
Intermediate Similarity	0.745	NPC472031
Intermediate Similarity	0.745	NPC472066
Intermediate Similarity	0.745	NPC472067
Intermediate Similarity	0.7449	NPC469554
Intermediate Similarity	0.7429	NPC295228
Intermediate Similarity	0.7424	NPC162484
Intermediate Similarity	0.7398	NPC473183
Intermediate Similarity	0.7395	NPC477533
Intermediate Similarity	0.7384	NPC469594
Intermediate Similarity	0.7382	NPC167860
Intermediate Similarity	0.7382	NPC123976
Intermediate Similarity	0.7379	NPC217554
Intermediate Similarity	0.7368	NPC30540
Intermediate Similarity	0.7368	NPC329747
Intermediate Similarity	0.7362	NPC469592
Intermediate Similarity	0.7362	NPC471080
Intermediate Similarity	0.736	NPC284141
Intermediate Similarity	0.735	NPC208284
Intermediate Similarity	0.7336	NPC232727
Intermediate Similarity	0.7336	NPC475253
Intermediate Similarity	0.7333	NPC303374
Intermediate Similarity	0.7333	NPC280272
Intermediate Similarity	0.7317	NPC473184
Intermediate Similarity	0.7306	NPC101543
Intermediate Similarity	0.7298	NPC11408
Intermediate Similarity	0.7296	NPC476465
Intermediate Similarity	0.7293	NPC176538
Intermediate Similarity	0.7288	NPC162530
Intermediate Similarity	0.728	NPC193267
Intermediate Similarity	0.728	NPC213530
Intermediate Similarity	0.7273	NPC223427
Intermediate Similarity	0.7254	NPC252251
Intermediate Similarity	0.7251	NPC477795
Intermediate Similarity	0.7251	NPC477796
Intermediate Similarity	0.7251	NPC477805
Intermediate Similarity	0.7251	NPC477806
Intermediate Similarity	0.7244	NPC92111
Intermediate Similarity	0.7225	NPC131017
Intermediate Similarity	0.7222	NPC475910
Intermediate Similarity	0.722	NPC310118
Intermediate Similarity	0.7217	NPC329793
Intermediate Similarity	0.7213	NPC473185
Intermediate Similarity	0.7213	NPC110151
Intermediate Similarity	0.7211	NPC39092
Intermediate Similarity	0.7208	NPC308906
Intermediate Similarity	0.7206	NPC180504
Intermediate Similarity	0.7205	NPC72211
Intermediate Similarity	0.72	NPC76748
Intermediate Similarity	0.7195	NPC477531
Intermediate Similarity	0.7191	NPC201697
Intermediate Similarity	0.7184	NPC314954
Intermediate Similarity	0.7181	NPC307963
Intermediate Similarity	0.7173	NPC26679
Intermediate Similarity	0.7173	NPC94157
Intermediate Similarity	0.7167	NPC16452
Intermediate Similarity	0.7167	NPC36229
Intermediate Similarity	0.7167	NPC476581
Intermediate Similarity	0.7161	NPC290689
Intermediate Similarity	0.7156	NPC296527
Intermediate Similarity	0.7154	NPC209174
Intermediate Similarity	0.7149	NPC477532
Intermediate Similarity	0.7143	NPC234197
Intermediate Similarity	0.7143	NPC187145
Intermediate Similarity	0.7137	NPC133140
Intermediate Similarity	0.7137	NPC195268
Intermediate Similarity	0.713	NPC84478
Intermediate Similarity	0.7118	NPC251090
Intermediate Similarity	0.7118	NPC70259
Intermediate Similarity	0.7109	NPC51854
Intermediate Similarity	0.7107	NPC132642
Intermediate Similarity	0.7101	NPC202768
Intermediate Similarity	0.7101	NPC96405
Intermediate Similarity	0.7101	NPC48353
Intermediate Similarity	0.7101	NPC471603
Intermediate Similarity	0.7101	NPC296482
Intermediate Similarity	0.7101	NPC171409
Intermediate Similarity	0.7101	NPC53069
Intermediate Similarity	0.71	NPC476578
Intermediate Similarity	0.71	NPC4071
Intermediate Similarity	0.71	NPC476582
Intermediate Similarity	0.7089	NPC471304
Intermediate Similarity	0.7085	NPC176127
Intermediate Similarity	0.7075	NPC171393
Intermediate Similarity	0.7075	NPC295452
Intermediate Similarity	0.7074	NPC43787
Intermediate Similarity	0.7074	NPC205934
Intermediate Similarity	0.7071	NPC478074
Intermediate Similarity	0.707	NPC9729
Intermediate Similarity	0.7069	NPC477019
Intermediate Similarity	0.7069	NPC121772
Intermediate Similarity	0.7069	NPC315957
Intermediate Similarity	0.7068	NPC473182
Intermediate Similarity	0.7067	NPC204385
Intermediate Similarity	0.7066	NPC250178
Intermediate Similarity	0.7064	NPC476106
Intermediate Similarity	0.7054	NPC305984
Intermediate Similarity	0.7054	NPC473513
Intermediate Similarity	0.705	NPC284685
Intermediate Similarity	0.7046	NPC185782
Intermediate Similarity	0.7046	NPC469589
Intermediate Similarity	0.7045	NPC312872
Intermediate Similarity	0.7045	NPC471762
Intermediate Similarity	0.7039	NPC476044
Intermediate Similarity	0.7039	NPC31930
Intermediate Similarity	0.7039	NPC267423
Intermediate Similarity	0.7034	NPC313189
Intermediate Similarity	0.7034	NPC193777
Intermediate Similarity	0.7034	NPC135549
Intermediate Similarity	0.7025	NPC173080
Intermediate Similarity	0.7024	NPC101350
Intermediate Similarity	0.7023	NPC89549
Intermediate Similarity	0.7021	NPC475070
Intermediate Similarity	0.702	NPC78609
Intermediate Similarity	0.7017	NPC219664
Intermediate Similarity	0.7009	NPC475112
Intermediate Similarity	0.7009	NPC291535
Intermediate Similarity	0.7009	NPC475085
Intermediate Similarity	0.7004	NPC157931
Intermediate Similarity	0.7	NPC326634
Remote Similarity	0.6996	NPC473179
Remote Similarity	0.6996	NPC46451
Remote Similarity	0.6992	NPC472111
Remote Similarity	0.6984	NPC235685
Remote Similarity	0.698	NPC316756
Remote Similarity	0.6977	NPC26543
Remote Similarity	0.697	NPC13880
Remote Similarity	0.6964	NPC227908
Remote Similarity	0.6958	NPC112206
Remote Similarity	0.6958	NPC203168
Remote Similarity	0.6958	NPC202605
Remote Similarity	0.6955	NPC473822
Remote Similarity	0.6955	NPC96321
Remote Similarity	0.6955	NPC23614
Remote Similarity	0.6955	NPC473041
Remote Similarity	0.6955	NPC100079
Remote Similarity	0.6946	NPC11464
Remote Similarity	0.6946	NPC5145
Remote Similarity	0.694	NPC243834
Remote Similarity	0.694	NPC70956
Remote Similarity	0.6939	NPC60621
Remote Similarity	0.6939	NPC17305
Remote Similarity	0.6929	NPC149471
Remote Similarity	0.6929	NPC271215
Remote Similarity	0.6923	NPC21638
Remote Similarity	0.692	NPC201508
Remote Similarity	0.6917	NPC315634
Remote Similarity	0.6917	NPC88923
Remote Similarity	0.6917	NPC100734
Remote Similarity	0.6914	NPC476041
Remote Similarity	0.6914	NPC304926
Remote Similarity	0.6913	NPC99666
Remote Similarity	0.6908	NPC66777
Remote Similarity	0.6908	NPC476997
Remote Similarity	0.6907	NPC475774
Remote Similarity	0.6902	NPC477066
Remote Similarity	0.6901	NPC235076
Remote Similarity	0.6892	NPC474192
Remote Similarity	0.6892	NPC475720
Remote Similarity	0.6889	NPC206201
Remote Similarity	0.6887	NPC81939
Remote Similarity	0.6883	NPC79293
Remote Similarity	0.6883	NPC279401
Remote Similarity	0.6882	NPC63109
Remote Similarity	0.688	NPC287437
Remote Similarity	0.688	NPC476996
Remote Similarity	0.688	NPC476998
Remote Similarity	0.6878	NPC470930
Remote Similarity	0.6875	NPC477067
Remote Similarity	0.6875	NPC478081
Remote Similarity	0.6875	NPC478082
Remote Similarity	0.6875	NPC199667
Remote Similarity	0.6875	NPC188420
Remote Similarity	0.6872	NPC8022
Remote Similarity	0.6872	NPC288349
Remote Similarity	0.6872	NPC470799
Remote Similarity	0.6865	NPC96584
Remote Similarity	0.6865	NPC255800
Remote Similarity	0.6863	NPC471303
Remote Similarity	0.686	NPC475666
Remote Similarity	0.6855	NPC35761
Remote Similarity	0.6853	NPC476999
Remote Similarity	0.6853	NPC217176
Remote Similarity	0.6851	NPC19872
Remote Similarity	0.685	NPC184680
Remote Similarity	0.684	NPC476994
Remote Similarity	0.684	NPC237978
Remote Similarity	0.6836	NPC81175
Remote Similarity	0.6836	NPC99891

Drug Structure

NPD6243 OpenBabel08211709092D 44 47 0 0 0 0 0 0 0 0999 V2000 11.5793 -7.4487 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.4128 -5.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.5000 -4.3364 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.0000 -5.2024 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.8147 -4.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.0109 -5.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.0109 -4.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.1691 -3.5933 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.9781 -4.9945 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.9487 -3.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.6808 -3.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 11.4861 -5.6691 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.1449 -3.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.4128 -2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.1449 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 11.0793 -6.5827 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 10.7429 -5.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.1449 -2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.8769 -5.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.2788 -2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.8769 -3.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.2788 -4.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.4128 -3.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 10.7429 -4.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.0109 -2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 11.6090 -3.5000 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 7.2788 -1.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 9.0109 -1.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 10.0848 -6.4781 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 2.0827 -4.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 7.2788 -5.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 5.5468 -4.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 9.8769 -2.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 15.2070 -2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 16.0731 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 14.3410 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 16.9391 -2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 14.3410 -0.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 13.4750 -2.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 17.8051 -1.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 16.9391 -3.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 9.4157 -7.2213 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 12.6090 -1.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 16.0731 -3.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 16 1 0 0 0 0 2 31 1 0 0 0 0 3 4 1 0 0 0 0 3 8 1 0 0 0 0 4 9 1 0 0 0 0 5 10 1 0 0 0 0 5 11 1 0 0 0 0 6 7 2 0 0 0 0 6 19 1 0 0 0 0 7 21 1 0 0 0 0 8 30 1 0 0 0 0 9 30 1 0 0 0 0 10 30 1 0 0 0 0 11 32 1 0 0 0 0 12 16 2 0 0 0 0 12 17 1 0 0 0 0 13 18 2 0 0 0 0 13 22 1 0 0 0 0 14 20 2 0 0 0 0 14 23 1 0 0 0 0 15 27 2 0 0 0 0 15 28 1 0 0 0 0 16 29 1 0 0 0 0 17 19 2 0 0 0 0 17 24 1 0 0 0 0 18 20 1 0 0 0 0 18 25 1 0 0 0 0 19 29 1 0 0 0 0 20 27 1 0 0 0 0 21 24 2 0 0 0 0 21 33 1 0 0 0 0 22 23 2 0 0 0 0 22 31 1 0 0 0 0 23 32 1 0 0 0 0 24 26 1 0 0 0 0 25 28 2 0 0 0 0 25 33 1 0 0 0 0 29 42 1 0 0 0 0 34 35 2 0 0 0 0 34 36 1 0 0 0 0 35 37 1 0 0 0 0 36 38 2 0 0 0 0 36 39 1 0 0 0 0 37 40 2 0 0 0 0 37 41 1 0 0 0 0 39 43 1 0 0 0 0 41 44 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	450.21
ALogP	-0.6656
MLogP	3.33
XLogP	4.002
HDA	4
HBD	1
Rotatable Bonds	11
TPSA	72.5
RO5 Violation	0