NPASS drugs

Drug Information

Drug ID:	NPD3343
Drug Name:	Brivanib
Molecular Formula:	C19H19FN4O3
Canonical SMILES:	C[C@H](COc1cn2c(c1C)c(ncn2)Oc1ccc2c(c1F)cc([nH]2)C)O
Standard InCHI:	InChI=1S/C19H19FN4O3/c1-10-6-13-14(23-10)4-5-15(17(13)20)27-19-18-12(3)16(26-8-11(2)25)7-24(18)22-9-21-19/h4-7,9,11,23,25H,8H2,1-3H3/t11-/m1/s1
Standard InCHIKey:	WCWUXEGQKLTGDX-LLVKDONJSA-N
Max Developmental Stage:	Phase 3
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD3343

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	546
0.1-0.2	4985
0.2-0.3	8382
0.3-0.4	11654
0.4-0.5	3158
0.5-0.6	1497
0.6-0.7	595
0.7-0.8	73
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	0.7869	NPC469554
Intermediate Similarity	0.7692	NPC180504
Intermediate Similarity	0.7652	NPC101543
Intermediate Similarity	0.7605	NPC26679
Intermediate Similarity	0.7602	NPC314954
Intermediate Similarity	0.7521	NPC5145
Intermediate Similarity	0.7511	NPC19872
Intermediate Similarity	0.7511	NPC176538
Intermediate Similarity	0.7489	NPC476138
Intermediate Similarity	0.7489	NPC245816
Intermediate Similarity	0.7479	NPC185782
Intermediate Similarity	0.747	NPC160666
Intermediate Similarity	0.7438	NPC8022
Intermediate Similarity	0.7438	NPC470799
Intermediate Similarity	0.7437	NPC476465
Intermediate Similarity	0.7427	NPC476287
Intermediate Similarity	0.7419	NPC110151
Intermediate Similarity	0.7412	NPC39092
Intermediate Similarity	0.7412	NPC295452
Intermediate Similarity	0.7412	NPC171393
Intermediate Similarity	0.7368	NPC130570
Intermediate Similarity	0.7338	NPC258048
Intermediate Similarity	0.7295	NPC288349
Intermediate Similarity	0.7294	NPC30540
Intermediate Similarity	0.7287	NPC310118
Intermediate Similarity	0.7276	NPC193267
Intermediate Similarity	0.7276	NPC213530
Intermediate Similarity	0.7257	NPC232727
Intermediate Similarity	0.7248	NPC316756
Intermediate Similarity	0.7231	NPC167860
Intermediate Similarity	0.7231	NPC123976
Intermediate Similarity	0.7214	NPC56271
Intermediate Similarity	0.7213	NPC469592
Intermediate Similarity	0.7213	NPC471080
Intermediate Similarity	0.7197	NPC475774
Intermediate Similarity	0.7191	NPC251090
Intermediate Similarity	0.718	NPC74619
Intermediate Similarity	0.7179	NPC307963
Intermediate Similarity	0.7177	NPC132642
Intermediate Similarity	0.7176	NPC26543
Intermediate Similarity	0.7165	NPC472068
Intermediate Similarity	0.7161	NPC267928
Intermediate Similarity	0.7148	NPC295228
Intermediate Similarity	0.7138	NPC152620
Intermediate Similarity	0.7126	NPC304926
Intermediate Similarity	0.7126	NPC476041
Intermediate Similarity	0.7125	NPC223427
Intermediate Similarity	0.711	NPC472031
Intermediate Similarity	0.711	NPC472067
Intermediate Similarity	0.711	NPC472066
Intermediate Similarity	0.7106	NPC84853
Intermediate Similarity	0.7105	NPC53534
Intermediate Similarity	0.7102	NPC471603
Intermediate Similarity	0.7101	NPC187558
Intermediate Similarity	0.7097	NPC469594
Intermediate Similarity	0.7095	NPC475070
Intermediate Similarity	0.7073	NPC266931
Intermediate Similarity	0.7071	NPC315957
Intermediate Similarity	0.7061	NPC208284
Intermediate Similarity	0.7051	NPC76748
Intermediate Similarity	0.7034	NPC471891
Intermediate Similarity	0.7033	NPC94157
Intermediate Similarity	0.7033	NPC316981
Intermediate Similarity	0.7029	NPC476167
Intermediate Similarity	0.7025	NPC470500
Intermediate Similarity	0.7025	NPC285558
Intermediate Similarity	0.7023	NPC472434
Intermediate Similarity	0.7021	NPC92111
Intermediate Similarity	0.7016	NPC170114
Intermediate Similarity	0.7012	NPC60621
Intermediate Similarity	0.7009	NPC296527
Intermediate Similarity	0.7	NPC292958
Intermediate Similarity	0.7	NPC250178
Remote Similarity	0.6989	NPC478006
Remote Similarity	0.6987	NPC192315
Remote Similarity	0.6985	NPC477805
Remote Similarity	0.6985	NPC477796
Remote Similarity	0.6985	NPC477806
Remote Similarity	0.6985	NPC477795
Remote Similarity	0.6976	NPC470549
Remote Similarity	0.6973	NPC81175
Remote Similarity	0.6958	NPC18487
Remote Similarity	0.6941	NPC473185
Remote Similarity	0.6934	NPC478009
Remote Similarity	0.6934	NPC478010
Remote Similarity	0.6932	NPC308906
Remote Similarity	0.6926	NPC475253
Remote Similarity	0.6923	NPC473183
Remote Similarity	0.6911	NPC469589
Remote Similarity	0.691	NPC284678
Remote Similarity	0.6898	NPC315467
Remote Similarity	0.6897	NPC101350
Remote Similarity	0.6875	NPC6215
Remote Similarity	0.687	NPC82548
Remote Similarity	0.687	NPC287208
Remote Similarity	0.687	NPC477861
Remote Similarity	0.6863	NPC150447
Remote Similarity	0.686	NPC121772
Remote Similarity	0.686	NPC260434
Remote Similarity	0.6858	NPC235685
Remote Similarity	0.6854	NPC165964
Remote Similarity	0.6846	NPC473184
Remote Similarity	0.684	NPC314882
Remote Similarity	0.6818	NPC128823
Remote Similarity	0.6816	NPC63971
Remote Similarity	0.6816	NPC91868
Remote Similarity	0.6808	NPC141053
Remote Similarity	0.6801	NPC472436
Remote Similarity	0.68	NPC314056
Remote Similarity	0.6798	NPC473179
Remote Similarity	0.6795	NPC476451
Remote Similarity	0.6795	NPC21461
Remote Similarity	0.6794	NPC15801
Remote Similarity	0.6789	NPC472111
Remote Similarity	0.678	NPC148889
Remote Similarity	0.678	NPC99891
Remote Similarity	0.6776	NPC103388
Remote Similarity	0.6767	NPC284141
Remote Similarity	0.6758	NPC122436
Remote Similarity	0.6753	NPC472435
Remote Similarity	0.675	NPC226202
Remote Similarity	0.675	NPC478012
Remote Similarity	0.675	NPC478011
Remote Similarity	0.6744	NPC187145
Remote Similarity	0.6742	NPC471614
Remote Similarity	0.673	NPC184680
Remote Similarity	0.6727	NPC478013
Remote Similarity	0.6726	NPC314176
Remote Similarity	0.6723	NPC48938
Remote Similarity	0.6723	NPC176127
Remote Similarity	0.672	NPC242923
Remote Similarity	0.6717	NPC217554
Remote Similarity	0.6708	NPC99666
Remote Similarity	0.6705	NPC470785
Remote Similarity	0.6705	NPC132631
Remote Similarity	0.6705	NPC11408
Remote Similarity	0.6705	NPC103687
Remote Similarity	0.6705	NPC196718
Remote Similarity	0.6703	NPC63109
Remote Similarity	0.6694	NPC194967
Remote Similarity	0.6694	NPC13880
Remote Similarity	0.6681	NPC219963
Remote Similarity	0.6681	NPC161887
Remote Similarity	0.6681	NPC314394
Remote Similarity	0.668	NPC107160
Remote Similarity	0.668	NPC279401
Remote Similarity	0.668	NPC274291
Remote Similarity	0.668	NPC118832
Remote Similarity	0.668	NPC47059
Remote Similarity	0.668	NPC165349
Remote Similarity	0.668	NPC79293
Remote Similarity	0.668	NPC199667
Remote Similarity	0.668	NPC329708
Remote Similarity	0.668	NPC476492
Remote Similarity	0.668	NPC264166
Remote Similarity	0.6679	NPC473182
Remote Similarity	0.6667	NPC20249
Remote Similarity	0.6667	NPC199277
Remote Similarity	0.6667	NPC314002
Remote Similarity	0.6667	NPC135887
Remote Similarity	0.6654	NPC280272
Remote Similarity	0.6654	NPC182222
Remote Similarity	0.6654	NPC252251
Remote Similarity	0.6653	NPC249040
Remote Similarity	0.6653	NPC329793
Remote Similarity	0.6642	NPC41679
Remote Similarity	0.6642	NPC470784
Remote Similarity	0.6641	NPC207686
Remote Similarity	0.6641	NPC227908
Remote Similarity	0.6641	NPC102593
Remote Similarity	0.664	NPC473181
Remote Similarity	0.664	NPC174672
Remote Similarity	0.664	NPC162484
Remote Similarity	0.664	NPC174758
Remote Similarity	0.6639	NPC324149
Remote Similarity	0.6639	NPC171171
Remote Similarity	0.6627	NPC473180
Remote Similarity	0.6627	NPC203168
Remote Similarity	0.6624	NPC204717
Remote Similarity	0.6615	NPC17305
Remote Similarity	0.6614	NPC11464
Remote Similarity	0.6614	NPC219664
Remote Similarity	0.6614	NPC477110
Remote Similarity	0.6603	NPC477531
Remote Similarity	0.6602	NPC125597
Remote Similarity	0.6601	NPC162530
Remote Similarity	0.6601	NPC282247
Remote Similarity	0.6601	NPC478074
Remote Similarity	0.6601	NPC477610
Remote Similarity	0.66	NPC475910
Remote Similarity	0.6598	NPC77555
Remote Similarity	0.6597	NPC188387
Remote Similarity	0.6597	NPC163421
Remote Similarity	0.6597	NPC477633
Remote Similarity	0.6591	NPC39370
Remote Similarity	0.6589	NPC470501
Remote Similarity	0.6586	NPC476106
Remote Similarity	0.6584	NPC326634
Remote Similarity	0.6583	NPC242928
Remote Similarity	0.6582	NPC220765

Drug Structure

NPD3343 OpenBabel08211703112D 29 32 0 0 1 0 0 0 0 0999 V2000 -7.7350 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.8364 0.7167 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.3272 2.2213 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 -3.4641 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.1472 0.3090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.7431 0.6691 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.8364 2.4487 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 -6.7350 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.3364 1.5827 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -0.6581 1.4781 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.1962 0.0000 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 -3.4641 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.3364 1.5827 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 -0.8660 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 1.5000 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 -1.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 -1.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -6.1472 -1.3090 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 3.3364 1.5827 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.8364 2.4487 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 0.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -6.4562 -2.2601 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 3.8364 0.7167 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 10 1 0 0 0 0 3 12 1 0 0 0 0 4 5 2 0 0 0 0 4 14 1 0 0 0 0 5 15 1 0 0 0 0 6 10 2 0 0 0 0 6 13 1 0 0 0 0 7 16 2 0 0 0 0 7 24 1 0 0 0 0 8 11 1 0 0 0 0 8 26 1 0 0 0 0 9 21 1 0 0 0 0 9 22 2 0 0 0 0 10 23 1 0 0 0 0 11 2 1 6 0 0 0 11 25 1 0 0 0 0 12 16 1 0 0 0 0 12 18 2 0 0 0 0 13 14 2 0 0 0 0 13 17 1 0 0 0 0 14 23 1 0 0 0 0 15 17 2 0 0 0 0 15 27 1 0 0 0 0 16 26 1 0 0 0 0 17 20 1 0 0 0 0 18 19 1 0 0 0 0 18 24 1 0 0 0 0 19 21 2 0 0 0 0 19 27 1 0 0 0 0 22 24 1 0 0 0 0 23 28 1 0 0 0 0 25 29 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DNCL002613
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	11234052
ChEBI
CAS Number

Drug Properties

Molecular Weight	370.14
ALogP	0.398
MLogP	2.67
XLogP	2.372
HDA	5
HBD	2
Rotatable Bonds	10
TPSA	84.67
RO5 Violation	0