NPASS drugs

Drug Information

Drug ID:	NPD5007
Drug Name:	Vandetanib
Molecular Formula:	C22H24BrFN4O2
Canonical SMILES:	COc1cc2c(ncnc2cc1OCC1CCN(CC1)C)Nc1ccc(cc1F)Br
Standard InCHI:	InChI=1S/C22H24BrFN4O2/c1-28-7-5-14(6-8-28)12-30-21-11-19-16(10-20(21)29-2)22(26-13-25-19)27-18-4-3-15(23)9-17(18)24/h3-4,9-11,13-14H,5-8,12H2,1-2H3,(H,25,26,27)
Standard InCHIKey:	UHTHHESEBZOYNR-UHFFFAOYSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	TTD; ChEMBL; IUPHAR/BPS

Structural Similarity Between NPASS Natural Products and NPD5007

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	656
0.1-0.2	6434
0.2-0.3	6929
0.3-0.4	10142
0.4-0.5	4273
0.5-0.6	1990
0.6-0.7	442
0.7-0.8	23
0.8-0.85	0
0.85-0.9	1
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
High Similarity	0.8879	NPC56271
Intermediate Similarity	0.7273	NPC36229
Intermediate Similarity	0.7273	NPC16452
Intermediate Similarity	0.7273	NPC476581
Intermediate Similarity	0.7205	NPC472031
Intermediate Similarity	0.7205	NPC472067
Intermediate Similarity	0.7205	NPC472066
Intermediate Similarity	0.7205	NPC476578
Intermediate Similarity	0.7205	NPC476582
Intermediate Similarity	0.7205	NPC4071
Intermediate Similarity	0.7184	NPC115595
Intermediate Similarity	0.7173	NPC162530
Intermediate Similarity	0.7143	NPC31930
Intermediate Similarity	0.7119	NPC290689
Intermediate Similarity	0.7078	NPC280272
Intermediate Similarity	0.7059	NPC53069
Intermediate Similarity	0.7059	NPC112206
Intermediate Similarity	0.7059	NPC202605
Intermediate Similarity	0.7059	NPC472068
Intermediate Similarity	0.7059	NPC202768
Intermediate Similarity	0.7059	NPC296482
Intermediate Similarity	0.704	NPC295228
Intermediate Similarity	0.7018	NPC133140
Intermediate Similarity	0.7018	NPC195268
Remote Similarity	0.6992	NPC313189
Remote Similarity	0.6987	NPC316981
Remote Similarity	0.6984	NPC30540
Remote Similarity	0.698	NPC130570
Remote Similarity	0.6979	NPC285558
Remote Similarity	0.6958	NPC266931
Remote Similarity	0.6953	NPC315957
Remote Similarity	0.6942	NPC473513
Remote Similarity	0.6923	NPC312872
Remote Similarity	0.6917	NPC96405
Remote Similarity	0.6917	NPC171409
Remote Similarity	0.6914	NPC173080
Remote Similarity	0.6904	NPC167860
Remote Similarity	0.6904	NPC123976
Remote Similarity	0.6894	NPC199277
Remote Similarity	0.6894	NPC135887
Remote Similarity	0.6891	NPC475910
Remote Similarity	0.6885	NPC308906
Remote Similarity	0.688	NPC329747
Remote Similarity	0.688	NPC234197
Remote Similarity	0.688	NPC329793
Remote Similarity	0.688	NPC160666
Remote Similarity	0.6864	NPC162484
Remote Similarity	0.6849	NPC135549
Remote Similarity	0.6832	NPC303374
Remote Similarity	0.6816	NPC193267
Remote Similarity	0.6816	NPC213530
Remote Similarity	0.6809	NPC477019
Remote Similarity	0.6807	NPC472111
Remote Similarity	0.6798	NPC204385
Remote Similarity	0.676	NPC187145
Remote Similarity	0.675	NPC476465
Remote Similarity	0.6749	NPC469592
Remote Similarity	0.6749	NPC471080
Remote Similarity	0.6746	NPC201508
Remote Similarity	0.6722	NPC201697
Remote Similarity	0.6721	NPC472099
Remote Similarity	0.6709	NPC232727
Remote Similarity	0.6707	NPC100079
Remote Similarity	0.6707	NPC23614
Remote Similarity	0.6696	NPC144114
Remote Similarity	0.6695	NPC165349
Remote Similarity	0.6695	NPC118832
Remote Similarity	0.6695	NPC264166
Remote Similarity	0.6695	NPC329708
Remote Similarity	0.6695	NPC274291
Remote Similarity	0.6695	NPC287437
Remote Similarity	0.6695	NPC47059
Remote Similarity	0.6694	NPC170114
Remote Similarity	0.6693	NPC96584
Remote Similarity	0.6693	NPC255800
Remote Similarity	0.6681	NPC92111
Remote Similarity	0.668	NPC149471
Remote Similarity	0.668	NPC271215
Remote Similarity	0.6667	NPC176538
Remote Similarity	0.6667	NPC471762
Remote Similarity	0.6667	NPC131017
Remote Similarity	0.6667	NPC208284
Remote Similarity	0.6653	NPC235076
Remote Similarity	0.6653	NPC469589
Remote Similarity	0.6653	NPC214980
Remote Similarity	0.6653	NPC72211
Remote Similarity	0.6653	NPC470549
Remote Similarity	0.664	NPC469594
Remote Similarity	0.664	NPC473822
Remote Similarity	0.6639	NPC267423
Remote Similarity	0.6639	NPC251160
Remote Similarity	0.6639	NPC471603
Remote Similarity	0.6639	NPC264176
Remote Similarity	0.6638	NPC76748
Remote Similarity	0.6627	NPC157931
Remote Similarity	0.6626	NPC188420
Remote Similarity	0.6626	NPC471304
Remote Similarity	0.6624	NPC307963
Remote Similarity	0.6623	NPC206201
Remote Similarity	0.6616	NPC51854
Remote Similarity	0.6615	NPC477796
Remote Similarity	0.6615	NPC473183
Remote Similarity	0.6615	NPC477805
Remote Similarity	0.6615	NPC477806
Remote Similarity	0.6615	NPC477795
Remote Similarity	0.6613	NPC250178
Remote Similarity	0.6613	NPC46451
Remote Similarity	0.6601	NPC66777
Remote Similarity	0.6598	NPC470164
Remote Similarity	0.6598	NPC323345
Remote Similarity	0.6597	NPC11017
Remote Similarity	0.6595	NPC296527
Remote Similarity	0.6588	NPC469554
Remote Similarity	0.6587	NPC132631
Remote Similarity	0.6587	NPC103687
Remote Similarity	0.6583	NPC223427
Remote Similarity	0.6578	NPC9729
Remote Similarity	0.6574	NPC211416
Remote Similarity	0.6571	NPC472098
Remote Similarity	0.6571	NPC48353
Remote Similarity	0.6568	NPC70259
Remote Similarity	0.6568	NPC251090
Remote Similarity	0.6567	NPC284685
Remote Similarity	0.6565	NPC84478
Remote Similarity	0.6552	NPC316756
Remote Similarity	0.6549	NPC475253
Remote Similarity	0.6545	NPC477610
Remote Similarity	0.6545	NPC478074
Remote Similarity	0.6543	NPC470931
Remote Similarity	0.6537	NPC473184
Remote Similarity	0.6535	NPC314954
Remote Similarity	0.6533	NPC258773
Remote Similarity	0.6527	NPC249040
Remote Similarity	0.6527	NPC121772
Remote Similarity	0.6525	NPC43787
Remote Similarity	0.6525	NPC205934
Remote Similarity	0.6524	NPC472289
Remote Similarity	0.6523	NPC101543
Remote Similarity	0.6522	NPC176127
Remote Similarity	0.6522	NPC2497
Remote Similarity	0.652	NPC477533
Remote Similarity	0.6515	NPC270515
Remote Similarity	0.6506	NPC473041
Remote Similarity	0.6506	NPC96321
Remote Similarity	0.6502	NPC193777
Remote Similarity	0.65	NPC476044
Remote Similarity	0.65	NPC41501
Remote Similarity	0.6494	NPC17305
Remote Similarity	0.6492	NPC152768
Remote Similarity	0.6492	NPC477110
Remote Similarity	0.6492	NPC148183
Remote Similarity	0.649	NPC11464
Remote Similarity	0.6489	NPC164664
Remote Similarity	0.6482	NPC21638
Remote Similarity	0.6481	NPC66083
Remote Similarity	0.648	NPC17565
Remote Similarity	0.6478	NPC236668
Remote Similarity	0.6478	NPC477891
Remote Similarity	0.6475	NPC18348
Remote Similarity	0.6475	NPC477111
Remote Similarity	0.6473	NPC475085
Remote Similarity	0.6473	NPC475112
Remote Similarity	0.6473	NPC291535
Remote Similarity	0.6468	NPC118121
Remote Similarity	0.6466	NPC305984
Remote Similarity	0.6461	NPC476106
Remote Similarity	0.646	NPC476688
Remote Similarity	0.646	NPC105758
Remote Similarity	0.646	NPC476686
Remote Similarity	0.6456	NPC326634
Remote Similarity	0.6452	NPC146976
Remote Similarity	0.6449	NPC174758
Remote Similarity	0.6448	NPC272549
Remote Similarity	0.6447	NPC315634
Remote Similarity	0.6447	NPC88923
Remote Similarity	0.6447	NPC100734
Remote Similarity	0.644	NPC204446
Remote Similarity	0.6432	NPC208060
Remote Similarity	0.6431	NPC110151
Remote Similarity	0.6431	NPC473185
Remote Similarity	0.6429	NPC310118
Remote Similarity	0.6429	NPC13880
Remote Similarity	0.6425	NPC26850
Remote Similarity	0.6423	NPC113369
Remote Similarity	0.6423	NPC219664
Remote Similarity	0.6422	NPC284559
Remote Similarity	0.6414	NPC292958
Remote Similarity	0.6409	NPC277351
Remote Similarity	0.6408	NPC82548
Remote Similarity	0.6406	NPC476997
Remote Similarity	0.6406	NPC252251
Remote Similarity	0.6403	NPC77101
Remote Similarity	0.6403	NPC122463
Remote Similarity	0.6402	NPC70956
Remote Similarity	0.6402	NPC243834
Remote Similarity	0.6398	NPC82472
Remote Similarity	0.6397	NPC246518
Remote Similarity	0.6397	NPC242923
Remote Similarity	0.6389	NPC174049
Remote Similarity	0.6388	NPC39092

Drug Structure

NPD5007 OpenBabel08211706322D 31 34 0 0 0 0 0 0 0 0999 V2000 -6.9282 6.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 4.5000 0.0000 C 0 0 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 1.7321 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.3301 5.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.1962 4.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.1962 6.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.0622 4.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 2.5000 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 -3.4641 4.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.3301 4.5000 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 -0.8660 1.5000 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 1.7321 1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.3301 -0.5000 0.0000 Br 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 2.5000 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 0.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -0.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 1.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -6.0622 5.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 4.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 3.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 2.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 28 1 0 0 0 0 2 29 1 0 0 0 0 3 4 2 0 0 0 0 3 15 1 0 0 0 0 4 18 1 0 0 0 0 5 7 1 0 0 0 0 5 14 1 0 0 0 0 6 8 1 0 0 0 0 6 14 1 0 0 0 0 7 28 1 0 0 0 0 8 28 1 0 0 0 0 9 15 2 0 0 0 0 9 17 1 0 0 0 0 10 16 2 0 0 0 0 10 20 1 0 0 0 0 11 19 2 0 0 0 0 11 21 1 0 0 0 0 12 14 1 0 0 0 0 12 30 1 0 0 0 0 13 25 2 0 0 0 0 13 26 1 0 0 0 0 15 23 1 0 0 0 0 16 19 1 0 0 0 0 16 22 1 0 0 0 0 17 18 2 0 0 0 0 17 24 1 0 0 0 0 18 27 1 0 0 0 0 19 25 1 0 0 0 0 20 21 2 0 0 0 0 20 29 1 0 0 0 0 21 30 1 0 0 0 0 22 26 2 0 0 0 0 22 27 1 0 0 0 0 27 31 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DCL000350
DrugBank	DB08764
ChEMBL
IUPHAR/BPS	5717
PharmaGKB
KEGG Drug
PubChem CID	3081361
ChEBI
CAS Number

Drug Properties

Molecular Weight	474.11
ALogP	0.0104
MLogP	3
XLogP	4.174
HDA	4
HBD	1
Rotatable Bonds	10
TPSA	59.51
RO5 Violation	0