NPASS drugs

Drug Information

Drug ID:	NPD4875
Drug Name:	Tivozanib Hydrochloride
Molecular Formula:	C22H19ClN4O5.ClH.H2O
Canonical SMILES:	COc1cc2c(ccnc2cc1OC)Oc1ccc(c(c1)Cl)N=C(N=c1[nH]oc(c1)C)O.O.Cl
Standard InCHI:	InChI=1S/C22H19ClN4O5.ClH.H2O/c1-12-8-21(27-32-12)26-22(28)25-16-5-4-13(9-15(16)23)31-18-6-7-24-17-11-20(30-3)19(29-2)10-14(17)18;;/h4-11H,1-3H3,(H2,25,26,27,28);1H;1H2
Standard InCHIKey:	RQXMKRRBJITKRN-UHFFFAOYSA-N
Max Developmental Stage:	Phase 3
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD4875

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	497
0.1-0.2	3405
0.2-0.3	9563
0.3-0.4	5291
0.4-0.5	8990
0.5-0.6	2377
0.6-0.7	673
0.7-0.8	94
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	0.7893	NPC56271
Intermediate Similarity	0.7709	NPC266931
Intermediate Similarity	0.7665	NPC316981
Intermediate Similarity	0.765	NPC195268
Intermediate Similarity	0.765	NPC133140
Intermediate Similarity	0.7589	NPC476581
Intermediate Similarity	0.7589	NPC16452
Intermediate Similarity	0.7589	NPC36229
Intermediate Similarity	0.7576	NPC473822
Intermediate Similarity	0.7523	NPC4071
Intermediate Similarity	0.7523	NPC476578
Intermediate Similarity	0.7523	NPC476582
Intermediate Similarity	0.7511	NPC202605
Intermediate Similarity	0.7511	NPC112206
Intermediate Similarity	0.7489	NPC234197
Intermediate Similarity	0.7455	NPC31930
Intermediate Similarity	0.7435	NPC53069
Intermediate Similarity	0.7435	NPC202768
Intermediate Similarity	0.7435	NPC296482
Intermediate Similarity	0.7434	NPC285558
Intermediate Similarity	0.7424	NPC290689
Intermediate Similarity	0.7411	NPC315957
Intermediate Similarity	0.7403	NPC162530
Intermediate Similarity	0.7375	NPC201508
Intermediate Similarity	0.7368	NPC313189
Intermediate Similarity	0.7362	NPC174049
Intermediate Similarity	0.7345	NPC135887
Intermediate Similarity	0.7345	NPC199277
Intermediate Similarity	0.7333	NPC477019
Intermediate Similarity	0.7325	NPC295228
Intermediate Similarity	0.7297	NPC307963
Intermediate Similarity	0.7284	NPC96405
Intermediate Similarity	0.7284	NPC171409
Intermediate Similarity	0.7277	NPC173080
Intermediate Similarity	0.7246	NPC213530
Intermediate Similarity	0.7246	NPC193267
Intermediate Similarity	0.7243	NPC96584
Intermediate Similarity	0.7243	NPC312872
Intermediate Similarity	0.7243	NPC255800
Intermediate Similarity	0.7234	NPC473513
Intermediate Similarity	0.7227	NPC122463
Intermediate Similarity	0.7225	NPC232727
Intermediate Similarity	0.7222	NPC235076
Intermediate Similarity	0.7217	NPC135549
Intermediate Similarity	0.7203	NPC23614
Intermediate Similarity	0.7203	NPC100079
Intermediate Similarity	0.7198	NPC123976
Intermediate Similarity	0.7198	NPC188420
Intermediate Similarity	0.7198	NPC219664
Intermediate Similarity	0.7198	NPC167860
Intermediate Similarity	0.7185	NPC310118
Intermediate Similarity	0.7182	NPC204385
Intermediate Similarity	0.7181	NPC176538
Intermediate Similarity	0.7179	NPC149471
Intermediate Similarity	0.7179	NPC271215
Intermediate Similarity	0.7178	NPC110151
Intermediate Similarity	0.7167	NPC208284
Intermediate Similarity	0.7162	NPC76748
Intermediate Similarity	0.7162	NPC162484
Intermediate Similarity	0.7156	NPC251090
Intermediate Similarity	0.7155	NPC118121
Intermediate Similarity	0.7155	NPC280272
Intermediate Similarity	0.7137	NPC217554
Intermediate Similarity	0.7137	NPC203168
Intermediate Similarity	0.7137	NPC251160
Intermediate Similarity	0.7131	NPC204446
Intermediate Similarity	0.713	NPC47059
Intermediate Similarity	0.713	NPC118832
Intermediate Similarity	0.713	NPC165349
Intermediate Similarity	0.713	NPC92111
Intermediate Similarity	0.713	NPC329708
Intermediate Similarity	0.713	NPC274291
Intermediate Similarity	0.713	NPC264166
Intermediate Similarity	0.712	NPC284141
Intermediate Similarity	0.7119	NPC170114
Intermediate Similarity	0.7119	NPC469792
Intermediate Similarity	0.7118	NPC66815
Intermediate Similarity	0.7117	NPC296527
Intermediate Similarity	0.7111	NPC326634
Intermediate Similarity	0.7101	NPC46451
Intermediate Similarity	0.7076	NPC470549
Intermediate Similarity	0.7073	NPC277351
Intermediate Similarity	0.7068	NPC99891
Intermediate Similarity	0.7067	NPC279401
Intermediate Similarity	0.7067	NPC79293
Intermediate Similarity	0.7056	NPC11408
Intermediate Similarity	0.7051	NPC11464
Intermediate Similarity	0.7034	NPC236668
Intermediate Similarity	0.7026	NPC472111
Intermediate Similarity	0.7022	NPC99666
Intermediate Similarity	0.702	NPC300114
Intermediate Similarity	0.7013	NPC223427
Intermediate Similarity	0.7004	NPC146976
Intermediate Similarity	0.7	NPC206201
Remote Similarity	0.6996	NPC214980
Remote Similarity	0.6996	NPC66083
Remote Similarity	0.6992	NPC48353
Remote Similarity	0.6992	NPC469554
Remote Similarity	0.6992	NPC26679
Remote Similarity	0.6987	NPC469594
Remote Similarity	0.6975	NPC288349
Remote Similarity	0.6971	NPC60621
Remote Similarity	0.6969	NPC270515
Remote Similarity	0.6966	NPC476465
Remote Similarity	0.696	NPC131017
Remote Similarity	0.6958	NPC308906
Remote Similarity	0.6957	NPC329747
Remote Similarity	0.6953	NPC323345
Remote Similarity	0.6953	NPC470164
Remote Similarity	0.6943	NPC72211
Remote Similarity	0.6939	NPC476997
Remote Similarity	0.6937	NPC62069
Remote Similarity	0.6936	NPC174758
Remote Similarity	0.6936	NPC185782
Remote Similarity	0.6936	NPC201697
Remote Similarity	0.6932	NPC119134
Remote Similarity	0.693	NPC13880
Remote Similarity	0.6926	NPC200888
Remote Similarity	0.6923	NPC101543
Remote Similarity	0.6923	NPC193777
Remote Similarity	0.6917	NPC78609
Remote Similarity	0.6913	NPC287437
Remote Similarity	0.6911	NPC476996
Remote Similarity	0.6911	NPC476998
Remote Similarity	0.6911	NPC24019
Remote Similarity	0.6904	NPC470799
Remote Similarity	0.6904	NPC8022
Remote Similarity	0.6904	NPC274982
Remote Similarity	0.69	NPC224928
Remote Similarity	0.69	NPC267928
Remote Similarity	0.6897	NPC475085
Remote Similarity	0.6897	NPC475112
Remote Similarity	0.6897	NPC291535
Remote Similarity	0.6894	NPC82548
Remote Similarity	0.6894	NPC475910
Remote Similarity	0.6891	NPC469592
Remote Similarity	0.6891	NPC478074
Remote Similarity	0.6891	NPC471080
Remote Similarity	0.688	NPC473183
Remote Similarity	0.688	NPC476106
Remote Similarity	0.6877	NPC188400
Remote Similarity	0.687	NPC252251
Remote Similarity	0.687	NPC476994
Remote Similarity	0.6869	NPC177404
Remote Similarity	0.6867	NPC475774
Remote Similarity	0.6864	NPC469589
Remote Similarity	0.6861	NPC84478
Remote Similarity	0.6856	NPC70259
Remote Similarity	0.6844	NPC132385
Remote Similarity	0.6844	NPC46580
Remote Similarity	0.6838	NPC475070
Remote Similarity	0.6835	NPC5145
Remote Similarity	0.6834	NPC303374
Remote Similarity	0.6826	NPC77555
Remote Similarity	0.6826	NPC243834
Remote Similarity	0.6826	NPC70956
Remote Similarity	0.6822	NPC18348
Remote Similarity	0.6816	NPC176127
Remote Similarity	0.6815	NPC217176
Remote Similarity	0.6815	NPC477531
Remote Similarity	0.6813	NPC177056
Remote Similarity	0.6812	NPC43787
Remote Similarity	0.6812	NPC205934
Remote Similarity	0.681	NPC329793
Remote Similarity	0.681	NPC121772
Remote Similarity	0.68	NPC473184
Remote Similarity	0.6793	NPC174672
Remote Similarity	0.679	NPC477533
Remote Similarity	0.6783	NPC473053
Remote Similarity	0.6781	NPC267423
Remote Similarity	0.678	NPC193238
Remote Similarity	0.6774	NPC209174
Remote Similarity	0.6773	NPC108342
Remote Similarity	0.6762	NPC477532
Remote Similarity	0.6756	NPC284685
Remote Similarity	0.6756	NPC314002
Remote Similarity	0.6751	NPC470931
Remote Similarity	0.6747	NPC476999
Remote Similarity	0.6746	NPC189903
Remote Similarity	0.6746	NPC182907
Remote Similarity	0.674	NPC32771
Remote Similarity	0.6738	NPC19872
Remote Similarity	0.6735	NPC210434
Remote Similarity	0.6733	NPC90875
Remote Similarity	0.6732	NPC210296
Remote Similarity	0.6729	NPC26850
Remote Similarity	0.6726	NPC171171
Remote Similarity	0.6723	NPC476138
Remote Similarity	0.6723	NPC245816
Remote Similarity	0.672	NPC233334
Remote Similarity	0.6719	NPC166722
Remote Similarity	0.6712	NPC283152
Remote Similarity	0.6711	NPC204717
Remote Similarity	0.6709	NPC476044
Remote Similarity	0.6709	NPC474595
Remote Similarity	0.6707	NPC122436
Remote Similarity	0.6695	NPC470020
Remote Similarity	0.6695	NPC471304
Remote Similarity	0.6694	NPC473185
Remote Similarity	0.669	NPC116701

Drug Structure

NPD4875 OpenBabel08211706322D 38 39 0 0 0 0 0 0 0 0999 V2000 3.5288 -9.3261 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 11.5106 -0.5270 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 13.3363 -2.6351 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.0336 -3.6892 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.1208 -4.2162 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.7721 -5.2703 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.6849 -5.7973 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.2350 -7.4709 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.9464 -5.2703 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.6849 -2.6351 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 11.5106 -3.6892 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.9093 -8.4734 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.9464 -4.2162 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.6849 -3.6892 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.0336 -5.7973 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.1208 -5.2703 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 10.5978 -4.2162 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.7721 -4.2162 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 10.5978 -2.1081 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 11.5106 -2.6351 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.3822 -6.8514 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.2951 -5.2703 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.0336 -6.8514 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 10.5978 -5.2703 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 4.2079 -5.7973 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 2.3822 -5.7973 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 1.5295 -7.4709 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 3.2951 -4.2162 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 10.5978 -1.0541 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 12.4235 -2.1081 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 7.8593 -3.6892 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.8552 -8.4734 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.1478 -6.5871 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 0.5270 -10.3802 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.5270 -7.1452 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 4.2079 -3.6892 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 0.5270 -10.3802 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 0.5270 -10.3802 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 12 1 0 0 0 0 2 29 1 0 0 0 0 3 30 1 0 0 0 0 4 5 2 0 0 0 0 4 13 1 0 0 0 0 5 16 1 0 0 0 0 6 7 1 0 0 0 0 6 18 2 0 0 0 0 7 24 2 0 0 0 0 8 12 2 0 0 0 0 8 21 1 0 0 0 0 9 13 2 0 0 0 0 9 15 1 0 0 0 0 10 14 2 0 0 0 0 10 19 1 0 0 0 0 11 17 2 0 0 0 0 11 20 1 0 0 0 0 12 32 1 0 0 0 0 13 31 1 0 0 0 0 14 17 1 0 0 0 0 14 18 1 0 0 0 0 15 16 2 0 0 0 0 15 23 1 0 0 0 0 16 25 1 0 0 0 0 17 24 1 0 0 0 0 18 31 1 0 0 0 0 19 20 2 0 0 0 0 19 29 1 0 0 0 0 20 30 1 0 0 0 0 21 26 2 3 0 0 0 21 27 1 0 0 0 0 22 25 2 3 0 0 0 22 26 1 0 0 0 0 22 28 1 0 0 0 0 27 32 1 0 0 0 0 27 35 1 0 0 0 0 28 36 1 0 0 0 0 34 37 1 0 0 0 0 34 38 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	454.10
ALogP	3.00E-04
MLogP	2.78
XLogP	3.952
HDA	4
HBD	2
Rotatable Bonds	11
TPSA	106.79
RO5 Violation	0