NPASS drugs

Drug Information

Drug ID:	NPD6494
Drug Name:	Lucitanib
Molecular Formula:	C26H25N3O4
Canonical SMILES:	CN=C(c1cccc2c1ccc(c2)Oc1ccnc2c1cc(OC)c(c2)OCC1(N)CC1)O
Standard InCHI:	InChI=1S/C26H25N3O4/c1-28-25(30)19-5-3-4-16-12-17(6-7-18(16)19)33-22-8-11-29-21-14-24(23(31-2)13-20(21)22)32-15-26(27)9-10-26/h3-8,11-14H,9-10,15,27H2,1-2H3,(H,28,30)
Standard InCHIKey:	CUDVHEFYRIWYQD-UHFFFAOYSA-N
Max Developmental Stage:	Phase 2
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD6494

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	420
0.1-0.2	2069
0.2-0.3	9398
0.3-0.4	3753
0.4-0.5	9907
0.5-0.6	3519
0.6-0.7	1532
0.7-0.8	260
0.8-0.85	32
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	0.8326	NPC112206
Intermediate Similarity	0.8326	NPC202605
Intermediate Similarity	0.8304	NPC201508
Intermediate Similarity	0.8303	NPC473822
Intermediate Similarity	0.8255	NPC16452
Intermediate Similarity	0.8255	NPC476581
Intermediate Similarity	0.8255	NPC36229
Intermediate Similarity	0.8252	NPC133140
Intermediate Similarity	0.8252	NPC195268
Intermediate Similarity	0.8235	NPC122463
Intermediate Similarity	0.8233	NPC290689
Intermediate Similarity	0.823	NPC255800
Intermediate Similarity	0.823	NPC96584
Intermediate Similarity	0.8227	NPC174049
Intermediate Similarity	0.8203	NPC266931
Intermediate Similarity	0.819	NPC4071
Intermediate Similarity	0.819	NPC476582
Intermediate Similarity	0.819	NPC476578
Intermediate Similarity	0.8157	NPC316981
Intermediate Similarity	0.8153	NPC118121
Intermediate Similarity	0.8136	NPC204446
Intermediate Similarity	0.8113	NPC31930
Intermediate Similarity	0.8082	NPC235076
Intermediate Similarity	0.8079	NPC295228
Intermediate Similarity	0.8069	NPC284141
Intermediate Similarity	0.8065	NPC188420
Intermediate Similarity	0.8054	NPC23614
Intermediate Similarity	0.8054	NPC100079
Intermediate Similarity	0.8037	NPC162530
Intermediate Similarity	0.8037	NPC271215
Intermediate Similarity	0.8037	NPC149471
Intermediate Similarity	0.8017	NPC217554
Intermediate Similarity	0.7991	NPC296482
Intermediate Similarity	0.7991	NPC53069
Intermediate Similarity	0.7991	NPC202768
Intermediate Similarity	0.7981	NPC234197
Intermediate Similarity	0.7974	NPC476997
Intermediate Similarity	0.7973	NPC173080
Intermediate Similarity	0.7942	NPC132385
Intermediate Similarity	0.7939	NPC476998
Intermediate Similarity	0.7939	NPC476996
Intermediate Similarity	0.7937	NPC46451
Intermediate Similarity	0.7931	NPC11408
Intermediate Similarity	0.7926	NPC313189
Intermediate Similarity	0.7917	NPC285558
Intermediate Similarity	0.7917	NPC274291
Intermediate Similarity	0.7917	NPC264166
Intermediate Similarity	0.7917	NPC329708
Intermediate Similarity	0.7917	NPC165349
Intermediate Similarity	0.7917	NPC47059
Intermediate Similarity	0.7917	NPC118832
Intermediate Similarity	0.7909	NPC251160
Intermediate Similarity	0.7895	NPC476994
Intermediate Similarity	0.789	NPC270515
Intermediate Similarity	0.7885	NPC200888
Intermediate Similarity	0.7879	NPC277351
Intermediate Similarity	0.7864	NPC208284
Intermediate Similarity	0.7857	NPC193267
Intermediate Similarity	0.7857	NPC213530
Intermediate Similarity	0.7832	NPC280272
Intermediate Similarity	0.7828	NPC96405
Intermediate Similarity	0.7828	NPC171409
Intermediate Similarity	0.7824	NPC199277
Intermediate Similarity	0.7824	NPC135887
Intermediate Similarity	0.7817	NPC252251
Intermediate Similarity	0.7814	NPC477019
Intermediate Similarity	0.7811	NPC473183
Intermediate Similarity	0.7768	NPC473513
Intermediate Similarity	0.7763	NPC135549
Intermediate Similarity	0.7757	NPC224928
Intermediate Similarity	0.7749	NPC477531
Intermediate Similarity	0.7748	NPC203168
Intermediate Similarity	0.7748	NPC48353
Intermediate Similarity	0.7742	NPC66815
Intermediate Similarity	0.7738	NPC219664
Intermediate Similarity	0.7725	NPC473184
Intermediate Similarity	0.7706	NPC209174
Intermediate Similarity	0.7706	NPC24019
Intermediate Similarity	0.7706	NPC469792
Intermediate Similarity	0.7682	NPC193777
Intermediate Similarity	0.7682	NPC473182
Intermediate Similarity	0.7671	NPC137929
Intermediate Similarity	0.7671	NPC164374
Intermediate Similarity	0.766	NPC476995
Intermediate Similarity	0.7658	NPC11464
Intermediate Similarity	0.7658	NPC167860
Intermediate Similarity	0.7658	NPC123976
Intermediate Similarity	0.7652	NPC214980
Intermediate Similarity	0.765	NPC315957
Intermediate Similarity	0.7647	NPC470931
Intermediate Similarity	0.7628	NPC473053
Intermediate Similarity	0.7628	NPC251090
Intermediate Similarity	0.7626	NPC162484
Intermediate Similarity	0.7619	NPC473185
Intermediate Similarity	0.7619	NPC110151
Intermediate Similarity	0.7617	NPC307963
Intermediate Similarity	0.7615	NPC208522
Intermediate Similarity	0.7613	NPC201697
Intermediate Similarity	0.7597	NPC476999
Intermediate Similarity	0.7577	NPC469594
Intermediate Similarity	0.7573	NPC15406
Intermediate Similarity	0.7573	NPC312872
Intermediate Similarity	0.757	NPC114335
Intermediate Similarity	0.757	NPC141915
Intermediate Similarity	0.757	NPC280964
Intermediate Similarity	0.7566	NPC170114
Intermediate Similarity	0.7564	NPC469554
Intermediate Similarity	0.7563	NPC210296
Intermediate Similarity	0.7563	NPC99891
Intermediate Similarity	0.7557	NPC476106
Intermediate Similarity	0.7557	NPC472111
Intermediate Similarity	0.7556	NPC236668
Intermediate Similarity	0.7555	NPC310118
Intermediate Similarity	0.7555	NPC477532
Intermediate Similarity	0.7545	NPC223427
Intermediate Similarity	0.7534	NPC232727
Intermediate Similarity	0.753	NPC89549
Intermediate Similarity	0.7522	NPC470549
Intermediate Similarity	0.7522	NPC146976
Intermediate Similarity	0.7522	NPC210434
Intermediate Similarity	0.7511	NPC26679
Intermediate Similarity	0.7511	NPC132642
Intermediate Similarity	0.75	NPC470020
Intermediate Similarity	0.75	NPC475112
Intermediate Similarity	0.75	NPC470018
Intermediate Similarity	0.75	NPC90875
Intermediate Similarity	0.75	NPC475085
Intermediate Similarity	0.75	NPC5145
Intermediate Similarity	0.75	NPC291535
Intermediate Similarity	0.7489	NPC18348
Intermediate Similarity	0.7489	NPC233334
Intermediate Similarity	0.7489	NPC470799
Intermediate Similarity	0.7489	NPC477110
Intermediate Similarity	0.7489	NPC8022
Intermediate Similarity	0.7489	NPC176538
Intermediate Similarity	0.7488	NPC99666
Intermediate Similarity	0.7488	NPC62069
Intermediate Similarity	0.7478	NPC471080
Intermediate Similarity	0.7478	NPC469592
Intermediate Similarity	0.7477	NPC76748
Intermediate Similarity	0.7468	NPC108342
Intermediate Similarity	0.7468	NPC74575
Intermediate Similarity	0.7467	NPC473179
Intermediate Similarity	0.7466	NPC469440
Intermediate Similarity	0.7466	NPC475774
Intermediate Similarity	0.7465	NPC66083
Intermediate Similarity	0.7459	NPC183537
Intermediate Similarity	0.7455	NPC469589
Intermediate Similarity	0.7455	NPC267423
Intermediate Similarity	0.7454	NPC279401
Intermediate Similarity	0.7454	NPC79293
Intermediate Similarity	0.7447	NPC475253
Intermediate Similarity	0.7444	NPC474595
Intermediate Similarity	0.7443	NPC287437
Intermediate Similarity	0.7442	NPC92111
Intermediate Similarity	0.7437	NPC189903
Intermediate Similarity	0.7437	NPC182907
Intermediate Similarity	0.7435	NPC477533
Intermediate Similarity	0.7431	NPC70956
Intermediate Similarity	0.7431	NPC243834
Intermediate Similarity	0.743	NPC296527
Intermediate Similarity	0.7419	NPC131017
Intermediate Similarity	0.7419	NPC326634
Intermediate Similarity	0.7418	NPC204385
Intermediate Similarity	0.7417	NPC119134
Intermediate Similarity	0.7415	NPC101543
Intermediate Similarity	0.7415	NPC49547
Intermediate Similarity	0.7412	NPC288349
Intermediate Similarity	0.7411	NPC477111
Intermediate Similarity	0.7411	NPC475910
Intermediate Similarity	0.7409	NPC11017
Intermediate Similarity	0.7406	NPC166722
Intermediate Similarity	0.7399	NPC304183
Intermediate Similarity	0.7397	NPC72211
Intermediate Similarity	0.7388	NPC56271
Intermediate Similarity	0.7378	NPC185782
Intermediate Similarity	0.7375	NPC41501
Intermediate Similarity	0.7373	NPC289786
Intermediate Similarity	0.7361	NPC469390
Intermediate Similarity	0.7354	NPC475070
Intermediate Similarity	0.7349	NPC284685
Intermediate Similarity	0.733	NPC329747
Intermediate Similarity	0.7328	NPC60621
Intermediate Similarity	0.7325	NPC124313
Intermediate Similarity	0.7321	NPC470164
Intermediate Similarity	0.7321	NPC323345
Intermediate Similarity	0.7317	NPC77878
Intermediate Similarity	0.7316	NPC148409
Intermediate Similarity	0.7311	NPC22481
Intermediate Similarity	0.7306	NPC70259
Intermediate Similarity	0.7302	NPC46580
Intermediate Similarity	0.7289	NPC193238
Intermediate Similarity	0.7281	NPC94157
Intermediate Similarity	0.7277	NPC470500
Intermediate Similarity	0.7273	NPC153042
Intermediate Similarity	0.726	NPC205934
Intermediate Similarity	0.726	NPC43787
Intermediate Similarity	0.7257	NPC278525
Intermediate Similarity	0.7256	NPC61350
Intermediate Similarity	0.7254	NPC78609

Drug Structure

NPD6494 OpenBabel08211710072D 36 40 0 0 0 0 0 0 0 0999 V2000 -9.5263 2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 -2.0000 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 -5.1962 4.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.9282 4.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.1962 1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.0622 1.5000 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 2.5981 -1.5000 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 -1.7321 3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.3301 2.5000 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 0.0000 1.0000 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 -5.1962 3.0000 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 -6.0622 2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.9282 3.0000 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 -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 -0.8660 -0.5000 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 -7.7942 2.5000 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 2.5981 0.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -8.6603 3.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 2.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -7.7942 1.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 -1.5000 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 -3.4641 1.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 1.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 1.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -8.6603 1.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 28 1 0 0 0 0 2 31 1 0 0 0 0 3 4 2 0 0 0 0 3 5 1 0 0 0 0 4 16 1 0 0 0 0 5 19 2 0 0 0 0 6 7 1 0 0 0 0 6 17 2 0 0 0 0 7 18 2 0 0 0 0 8 11 1 0 0 0 0 8 22 2 0 0 0 0 9 10 1 0 0 0 0 9 26 1 0 0 0 0 10 26 1 0 0 0 0 11 29 2 0 0 0 0 12 16 2 0 0 0 0 12 17 1 0 0 0 0 13 20 2 0 0 0 0 13 23 1 0 0 0 0 14 21 2 0 0 0 0 14 24 1 0 0 0 0 15 26 1 0 0 0 0 15 32 1 0 0 0 0 16 18 1 0 0 0 0 17 33 1 0 0 0 0 18 19 1 0 0 0 0 19 25 1 0 0 0 0 20 21 1 0 0 0 0 20 22 1 0 0 0 0 21 29 1 0 0 0 0 22 33 1 0 0 0 0 23 24 2 0 0 0 0 23 31 1 0 0 0 0 24 32 1 0 0 0 0 25 28 2 3 0 0 0 25 30 1 0 0 0 0 26 27 1 0 0 0 0 27 34 1 0 0 0 0 27 35 1 0 0 0 0 30 36 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB012358
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	25031915
ChEBI
CAS Number

Drug Properties

Molecular Weight	443.18
ALogP	-1.1876
MLogP	3.55
XLogP	4.643
HDA	4
HBD	2
Rotatable Bonds	11
TPSA	99.19
RO5 Violation	0