NPASS drugs

Drug Information

Drug ID:	NPD5018
Drug Name:	Brivanib Alaninate
Molecular Formula:	C22H24FN5O4
Canonical SMILES:	C[C@@H](OC(=O)[C@@H](N)C)COc1cn2c(c1C)c(ncn2)Oc1ccc2c(c1F)cc([nH]2)C
Standard InCHI:	InChI=1S/C22H24FN5O4/c1-11-7-15-16(27-11)5-6-17(19(15)23)32-21-20-13(3)18(8-28(20)26-10-25-21)30-9-12(2)31-22(29)14(4)24/h5-8,10,12,14,27H,9,24H2,1-4H3/t12-,14+/m1/s1
Standard InCHIKey:	LTEJRLHKIYCEOX-OCCSQVGLSA-N
Max Developmental Stage:	Phase 3
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD5018

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	486
0.1-0.2	4415
0.2-0.3	8886
0.3-0.4	12073
0.4-0.5	2775
0.5-0.6	1585
0.6-0.7	622
0.7-0.8	48
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	0.7717	NPC171393
Intermediate Similarity	0.7717	NPC295452
Intermediate Similarity	0.768	NPC469554
Intermediate Similarity	0.7649	NPC180504
Intermediate Similarity	0.7603	NPC476287
Intermediate Similarity	0.749	NPC314954
Intermediate Similarity	0.7472	NPC74619
Intermediate Similarity	0.747	NPC101543
Intermediate Similarity	0.7418	NPC26679
Intermediate Similarity	0.7338	NPC26543
Intermediate Similarity	0.7325	NPC476465
Intermediate Similarity	0.7322	NPC19872
Intermediate Similarity	0.7322	NPC176538
Intermediate Similarity	0.7303	NPC245816
Intermediate Similarity	0.7303	NPC476138
Intermediate Similarity	0.7296	NPC152620
Intermediate Similarity	0.7295	NPC185782
Intermediate Similarity	0.7227	NPC160666
Intermediate Similarity	0.7212	NPC478006
Intermediate Similarity	0.7201	NPC53534
Intermediate Similarity	0.7176	NPC39092
Intermediate Similarity	0.7175	NPC258048
Intermediate Similarity	0.716	NPC260434
Intermediate Similarity	0.7153	NPC478009
Intermediate Similarity	0.7153	NPC478010
Intermediate Similarity	0.7148	NPC316756
Intermediate Similarity	0.7137	NPC148889
Intermediate Similarity	0.7126	NPC30540
Intermediate Similarity	0.7126	NPC130570
Intermediate Similarity	0.7126	NPC5145
Intermediate Similarity	0.712	NPC8022
Intermediate Similarity	0.712	NPC470799
Intermediate Similarity	0.7117	NPC315467
Intermediate Similarity	0.7115	NPC60621
Intermediate Similarity	0.7088	NPC15801
Intermediate Similarity	0.7078	NPC232727
Intermediate Similarity	0.7063	NPC314882
Intermediate Similarity	0.7061	NPC101350
Intermediate Similarity	0.7056	NPC167860
Intermediate Similarity	0.7056	NPC123976
Intermediate Similarity	0.7052	NPC56271
Intermediate Similarity	0.7052	NPC288349
Intermediate Similarity	0.7043	NPC110151
Intermediate Similarity	0.7037	NPC315957
Intermediate Similarity	0.7023	NPC235685
Intermediate Similarity	0.7022	NPC150447
Intermediate Similarity	0.7018	NPC314056
Intermediate Similarity	0.7	NPC84853
Remote Similarity	0.6996	NPC187558
Remote Similarity	0.6983	NPC267928
Remote Similarity	0.698	NPC310118
Remote Similarity	0.6977	NPC187145
Remote Similarity	0.6973	NPC141053
Remote Similarity	0.6969	NPC193267
Remote Similarity	0.6969	NPC213530
Remote Similarity	0.6964	NPC478011
Remote Similarity	0.6964	NPC478012
Remote Similarity	0.6952	NPC165964
Remote Similarity	0.6946	NPC76748
Remote Similarity	0.6942	NPC478013
Remote Similarity	0.694	NPC314176
Remote Similarity	0.694	NPC472068
Remote Similarity	0.6929	NPC307963
Remote Similarity	0.692	NPC295228
Remote Similarity	0.6917	NPC92111
Remote Similarity	0.6917	NPC170114
Remote Similarity	0.6904	NPC296527
Remote Similarity	0.6902	NPC308906
Remote Similarity	0.6899	NPC125597
Remote Similarity	0.6892	NPC208284
Remote Similarity	0.689	NPC304926
Remote Similarity	0.689	NPC476041
Remote Similarity	0.6883	NPC475774
Remote Similarity	0.6877	NPC470549
Remote Similarity	0.6877	NPC471891
Remote Similarity	0.6872	NPC251090
Remote Similarity	0.687	NPC196718
Remote Similarity	0.6866	NPC472434
Remote Similarity	0.6865	NPC94157
Remote Similarity	0.6864	NPC477633
Remote Similarity	0.686	NPC122436
Remote Similarity	0.6855	NPC475070
Remote Similarity	0.6855	NPC285558
Remote Similarity	0.6844	NPC323752
Remote Similarity	0.6842	NPC471614
Remote Similarity	0.684	NPC287208
Remote Similarity	0.684	NPC82548
Remote Similarity	0.6838	NPC266931
Remote Similarity	0.6838	NPC469592
Remote Similarity	0.6838	NPC471080
Remote Similarity	0.6836	NPC292958
Remote Similarity	0.6836	NPC472436
Remote Similarity	0.6828	NPC477795
Remote Similarity	0.6828	NPC477796
Remote Similarity	0.6828	NPC477805
Remote Similarity	0.6828	NPC477806
Remote Similarity	0.6827	NPC472066
Remote Similarity	0.6827	NPC472031
Remote Similarity	0.6827	NPC472067
Remote Similarity	0.6818	NPC182222
Remote Similarity	0.6815	NPC223427
Remote Similarity	0.6809	NPC132642
Remote Similarity	0.6809	NPC472099
Remote Similarity	0.6808	NPC24370
Remote Similarity	0.6808	NPC319232
Remote Similarity	0.6806	NPC102593
Remote Similarity	0.6798	NPC472098
Remote Similarity	0.6798	NPC471603
Remote Similarity	0.6798	NPC118940
Remote Similarity	0.6797	NPC469594
Remote Similarity	0.679	NPC63971
Remote Similarity	0.679	NPC91868
Remote Similarity	0.6788	NPC472435
Remote Similarity	0.6783	NPC473317
Remote Similarity	0.6768	NPC475253
Remote Similarity	0.6767	NPC184680
Remote Similarity	0.6761	NPC121772
Remote Similarity	0.676	NPC196449
Remote Similarity	0.676	NPC314222
Remote Similarity	0.6754	NPC81175
Remote Similarity	0.6742	NPC470785
Remote Similarity	0.6742	NPC89987
Remote Similarity	0.6739	NPC63109
Remote Similarity	0.6736	NPC284678
Remote Similarity	0.6732	NPC316981
Remote Similarity	0.6721	NPC476167
Remote Similarity	0.6719	NPC123839
Remote Similarity	0.6719	NPC36405
Remote Similarity	0.6719	NPC152768
Remote Similarity	0.6719	NPC148183
Remote Similarity	0.6718	NPC17305
Remote Similarity	0.6716	NPC178858
Remote Similarity	0.6707	NPC156704
Remote Similarity	0.6707	NPC193761
Remote Similarity	0.6705	NPC250178
Remote Similarity	0.6693	NPC242923
Remote Similarity	0.668	NPC192315
Remote Similarity	0.6679	NPC207686
Remote Similarity	0.6667	NPC96321
Remote Similarity	0.6667	NPC478081
Remote Similarity	0.6654	NPC473185
Remote Similarity	0.6654	NPC6215
Remote Similarity	0.6654	NPC477861
Remote Similarity	0.6653	NPC470500
Remote Similarity	0.6653	NPC475190
Remote Similarity	0.6653	NPC18487
Remote Similarity	0.6643	NPC477634
Remote Similarity	0.6641	NPC54744
Remote Similarity	0.664	NPC266249
Remote Similarity	0.663	NPC477066
Remote Similarity	0.663	NPC99891
Remote Similarity	0.6629	NPC39370
Remote Similarity	0.6628	NPC305984
Remote Similarity	0.6627	NPC315491
Remote Similarity	0.6627	NPC45459
Remote Similarity	0.6617	NPC41679
Remote Similarity	0.6617	NPC470784
Remote Similarity	0.6617	NPC328924
Remote Similarity	0.6617	NPC473186
Remote Similarity	0.6615	NPC477979
Remote Similarity	0.6614	NPC174758
Remote Similarity	0.6614	NPC174672
Remote Similarity	0.6614	NPC476098
Remote Similarity	0.6605	NPC473540
Remote Similarity	0.6605	NPC478082
Remote Similarity	0.6605	NPC477067
Remote Similarity	0.6604	NPC69843
Remote Similarity	0.6603	NPC64216
Remote Similarity	0.6602	NPC303658
Remote Similarity	0.6601	NPC88008
Remote Similarity	0.66	NPC470586
Remote Similarity	0.6599	NPC13880
Remote Similarity	0.6591	NPC157931
Remote Similarity	0.6591	NPC323244
Remote Similarity	0.6588	NPC471304
Remote Similarity	0.6581	NPC316224
Remote Similarity	0.658	NPC28945
Remote Similarity	0.658	NPC473183
Remote Similarity	0.6579	NPC476451
Remote Similarity	0.6578	NPC21638
Remote Similarity	0.6576	NPC282247
Remote Similarity	0.6569	NPC17437
Remote Similarity	0.6564	NPC312645
Remote Similarity	0.6564	NPC12100
Remote Similarity	0.656	NPC329793
Remote Similarity	0.6558	NPC473800
Remote Similarity	0.6557	NPC78609
Remote Similarity	0.6556	NPC176127
Remote Similarity	0.6554	NPC475720
Remote Similarity	0.6554	NPC474192
Remote Similarity	0.655	NPC478157
Remote Similarity	0.6549	NPC469589
Remote Similarity	0.6547	NPC303374
Remote Similarity	0.6544	NPC473312
Remote Similarity	0.6541	NPC326363
Remote Similarity	0.6532	NPC194967
Remote Similarity	0.6528	NPC244536
Remote Similarity	0.6523	NPC199667
Remote Similarity	0.6513	NPC473179
Remote Similarity	0.6512	NPC162530

Drug Structure

NPD5018 OpenBabel08211706322D 35 38 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 2.3364 -0.1494 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 3.3364 -0.1494 0.0000 C 0 0 1 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 3.8364 0.7167 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 3.8364 -1.0154 0.0000 N 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 4.8364 0.7167 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 3.3364 1.5827 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 3.3364 -1.8814 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 4.8364 -1.0154 0.0000 H 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 1 11 1 0 0 0 0 3 13 1 0 0 0 0 5 6 2 0 0 0 0 5 16 1 0 0 0 0 6 17 1 0 0 0 0 7 11 2 0 0 0 0 7 15 1 0 0 0 0 8 18 2 0 0 0 0 8 28 1 0 0 0 0 9 12 1 0 0 0 0 9 30 1 0 0 0 0 10 25 1 0 0 0 0 10 26 2 0 0 0 0 11 27 1 0 0 0 0 12 2 1 6 0 0 0 12 31 1 0 0 0 0 13 18 1 0 0 0 0 13 20 2 0 0 0 0 14 4 1 1 0 0 0 14 22 1 0 0 0 0 14 24 1 0 0 0 0 15 16 2 0 0 0 0 15 19 1 0 0 0 0 16 27 1 0 0 0 0 17 19 2 0 0 0 0 17 32 1 0 0 0 0 18 30 1 0 0 0 0 19 23 1 0 0 0 0 20 21 1 0 0 0 0 20 28 1 0 0 0 0 21 25 2 0 0 0 0 21 32 1 0 0 0 0 22 29 2 0 0 0 0 22 31 1 0 0 0 0 24 33 1 0 0 0 0 24 34 1 0 0 0 0 26 28 1 0 0 0 0 27 35 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DCL000358
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	11154925
ChEBI
CAS Number

Drug Properties

Molecular Weight	441.18
ALogP	-0.0885
MLogP	2.78
XLogP	2.534
HDA	7
HBD	2
Rotatable Bonds	14
TPSA	116.76
RO5 Violation	0