NPASS drugs

Drug Information

Drug ID:	NPD2844
Drug Name:	Orantinib
Molecular Formula:	C18H18N2O3
Canonical SMILES:	OC(=O)CCc1c(C)[nH]c(c1C)/C=C/1C(=Nc2c1cccc2)O
Standard InCHI:	InChI=1S/C18H18N2O3/c1-10-12(7-8-17(21)22)11(2)19-16(10)9-14-13-5-3-4-6-15(13)20-18(14)23/h3-6,9,19H,7-8H2,1-2H3,(H,20,23)(H,21,22)/b14-9-
Standard InCHIKey:	NHFDRBXTEDBWCZ-ZROIWOOFSA-N
Max Developmental Stage:	Phase 3
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD2844

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	197
0.1-0.2	1303
0.2-0.3	6571
0.3-0.4	14314
0.4-0.5	5023
0.5-0.6	1837
0.6-0.7	1212
0.7-0.8	407
0.8-0.85	24
0.85-0.9	2
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	0.8545	NPC287795
High Similarity	0.8519	NPC26491
Intermediate Similarity	0.8343	NPC111275
Intermediate Similarity	0.8294	NPC219336
Intermediate Similarity	0.8242	NPC476118
Intermediate Similarity	0.8235	NPC217372
Intermediate Similarity	0.8235	NPC183662
Intermediate Similarity	0.8235	NPC15573
Intermediate Similarity	0.8204	NPC78020
Intermediate Similarity	0.8204	NPC46359
Intermediate Similarity	0.8176	NPC267885
Intermediate Similarity	0.8118	NPC149155
Intermediate Similarity	0.8118	NPC110500
Intermediate Similarity	0.8118	NPC203468
Intermediate Similarity	0.8111	NPC141454
Intermediate Similarity	0.8081	NPC126709
Intermediate Similarity	0.8081	NPC248041
Intermediate Similarity	0.8066	NPC131887
Intermediate Similarity	0.8066	NPC306376
Intermediate Similarity	0.8036	NPC326479
Intermediate Similarity	0.8035	NPC469896
Intermediate Similarity	0.8023	NPC175474
Intermediate Similarity	0.8011	NPC235684
Intermediate Similarity	0.8011	NPC315555
Intermediate Similarity	0.8011	NPC160381
Intermediate Similarity	0.8	NPC276517
Intermediate Similarity	0.7977	NPC283219
Intermediate Similarity	0.7977	NPC55772
Intermediate Similarity	0.7946	NPC476098
Intermediate Similarity	0.7939	NPC285469
Intermediate Similarity	0.7921	NPC321708
Intermediate Similarity	0.7919	NPC145885
Intermediate Similarity	0.7919	NPC14113
Intermediate Similarity	0.7919	NPC84827
Intermediate Similarity	0.791	NPC62749
Intermediate Similarity	0.7889	NPC55493
Intermediate Similarity	0.7886	NPC71037
Intermediate Similarity	0.788	NPC213308
Intermediate Similarity	0.7877	NPC83111
Intermediate Similarity	0.7874	NPC213468
Intermediate Similarity	0.7869	NPC67288
Intermediate Similarity	0.7849	NPC165599
Intermediate Similarity	0.7831	NPC141353
Intermediate Similarity	0.7829	NPC91179
Intermediate Similarity	0.7826	NPC241024
Intermediate Similarity	0.7821	NPC196251
Intermediate Similarity	0.7821	NPC111602
Intermediate Similarity	0.7821	NPC63199
Intermediate Similarity	0.7821	NPC102338
Intermediate Similarity	0.7784	NPC45459
Intermediate Similarity	0.7784	NPC315491
Intermediate Similarity	0.7778	NPC329858
Intermediate Similarity	0.7778	NPC314333
Intermediate Similarity	0.7772	NPC52557
Intermediate Similarity	0.7751	NPC16667
Intermediate Similarity	0.7737	NPC469743
Intermediate Similarity	0.7725	NPC244741
Intermediate Similarity	0.7722	NPC221873
Intermediate Similarity	0.7716	NPC242556
Intermediate Similarity	0.7705	NPC202812
Intermediate Similarity	0.7701	NPC476073
Intermediate Similarity	0.7688	NPC195461
Intermediate Similarity	0.7688	NPC313985
Intermediate Similarity	0.7688	NPC214428
Intermediate Similarity	0.7688	NPC249150
Intermediate Similarity	0.7688	NPC81654
Intermediate Similarity	0.7688	NPC6982
Intermediate Similarity	0.7688	NPC49196
Intermediate Similarity	0.7688	NPC79129
Intermediate Similarity	0.7676	NPC195457
Intermediate Similarity	0.7676	NPC50503
Intermediate Similarity	0.767	NPC472443
Intermediate Similarity	0.7667	NPC278434
Intermediate Similarity	0.7665	NPC207726
Intermediate Similarity	0.7656	NPC82370
Intermediate Similarity	0.7644	NPC34508
Intermediate Similarity	0.7641	NPC312645
Intermediate Similarity	0.7636	NPC37548
Intermediate Similarity	0.7632	NPC321428
Intermediate Similarity	0.7622	NPC227582
Intermediate Similarity	0.7622	NPC156704
Intermediate Similarity	0.7609	NPC19692
Intermediate Similarity	0.7609	NPC220151
Intermediate Similarity	0.7606	NPC162730
Intermediate Similarity	0.7606	NPC474116
Intermediate Similarity	0.7596	NPC67551
Intermediate Similarity	0.7592	NPC39679
Intermediate Similarity	0.759	NPC469928
Intermediate Similarity	0.7588	NPC131718
Intermediate Similarity	0.7577	NPC31700
Intermediate Similarity	0.7577	NPC89508
Intermediate Similarity	0.7572	NPC317430
Intermediate Similarity	0.7566	NPC134848
Intermediate Similarity	0.7554	NPC472210
Intermediate Similarity	0.7554	NPC269886
Intermediate Similarity	0.7554	NPC81802
Intermediate Similarity	0.7554	NPC472295
Intermediate Similarity	0.7554	NPC88315
Intermediate Similarity	0.7554	NPC247735
Intermediate Similarity	0.7553	NPC471944
Intermediate Similarity	0.7542	NPC472444
Intermediate Similarity	0.7542	NPC469358
Intermediate Similarity	0.7539	NPC88008
Intermediate Similarity	0.753	NPC124005
Intermediate Similarity	0.7529	NPC67056
Intermediate Similarity	0.7529	NPC280548
Intermediate Similarity	0.7529	NPC230869
Intermediate Similarity	0.7527	NPC262898
Intermediate Similarity	0.7514	NPC474561
Intermediate Similarity	0.7514	NPC99428
Intermediate Similarity	0.7514	NPC49954
Intermediate Similarity	0.7514	NPC160105
Intermediate Similarity	0.7513	NPC234999
Intermediate Similarity	0.7513	NPC187255
Intermediate Similarity	0.75	NPC259644
Intermediate Similarity	0.75	NPC330009
Intermediate Similarity	0.75	NPC8104
Intermediate Similarity	0.75	NPC73952
Intermediate Similarity	0.75	NPC252338
Intermediate Similarity	0.75	NPC469765
Intermediate Similarity	0.75	NPC469760
Intermediate Similarity	0.75	NPC85702
Intermediate Similarity	0.75	NPC472119
Intermediate Similarity	0.75	NPC469763
Intermediate Similarity	0.75	NPC469786
Intermediate Similarity	0.75	NPC25008
Intermediate Similarity	0.7487	NPC277350
Intermediate Similarity	0.7486	NPC314394
Intermediate Similarity	0.7486	NPC206967
Intermediate Similarity	0.7486	NPC472112
Intermediate Similarity	0.7474	NPC98715
Intermediate Similarity	0.7474	NPC9894
Intermediate Similarity	0.7474	NPC87413
Intermediate Similarity	0.7473	NPC472323
Intermediate Similarity	0.7473	NPC179701
Intermediate Similarity	0.7473	NPC245916
Intermediate Similarity	0.7473	NPC11445
Intermediate Similarity	0.7472	NPC72980
Intermediate Similarity	0.7472	NPC270009
Intermediate Similarity	0.7472	NPC88363
Intermediate Similarity	0.7471	NPC299594
Intermediate Similarity	0.7461	NPC271862
Intermediate Similarity	0.746	NPC300183
Intermediate Similarity	0.7459	NPC188387
Intermediate Similarity	0.7459	NPC45850
Intermediate Similarity	0.7459	NPC163421
Intermediate Similarity	0.7458	NPC84347
Intermediate Similarity	0.7456	NPC470507
Intermediate Similarity	0.7456	NPC75540
Intermediate Similarity	0.7456	NPC212376
Intermediate Similarity	0.7456	NPC38736
Intermediate Similarity	0.7456	NPC80597
Intermediate Similarity	0.7456	NPC211572
Intermediate Similarity	0.7456	NPC70922
Intermediate Similarity	0.7456	NPC471458
Intermediate Similarity	0.7448	NPC270918
Intermediate Similarity	0.7443	NPC474409
Intermediate Similarity	0.7442	NPC282231
Intermediate Similarity	0.7436	NPC475778
Intermediate Similarity	0.7435	NPC132539
Intermediate Similarity	0.7435	NPC473376
Intermediate Similarity	0.743	NPC15840
Intermediate Similarity	0.7425	NPC187951
Intermediate Similarity	0.7424	NPC264285
Intermediate Similarity	0.7423	NPC303951
Intermediate Similarity	0.7421	NPC476874
Intermediate Similarity	0.7419	NPC195239
Intermediate Similarity	0.7419	NPC157828
Intermediate Similarity	0.7419	NPC474121
Intermediate Similarity	0.7416	NPC293472
Intermediate Similarity	0.7411	NPC74969
Intermediate Similarity	0.7409	NPC258062
Intermediate Similarity	0.7409	NPC127677
Intermediate Similarity	0.7407	NPC312870
Intermediate Similarity	0.7407	NPC294909
Intermediate Similarity	0.7407	NPC254240
Intermediate Similarity	0.7407	NPC199851
Intermediate Similarity	0.7407	NPC128265
Intermediate Similarity	0.7405	NPC472113
Intermediate Similarity	0.7405	NPC472292
Intermediate Similarity	0.7403	NPC190007
Intermediate Similarity	0.7401	NPC472586
Intermediate Similarity	0.7399	NPC311276
Intermediate Similarity	0.7399	NPC21174
Intermediate Similarity	0.7399	NPC102423
Intermediate Similarity	0.7399	NPC271797
Intermediate Similarity	0.7398	NPC229348
Intermediate Similarity	0.7396	NPC300156
Intermediate Similarity	0.7391	NPC154339
Intermediate Similarity	0.7389	NPC192270
Intermediate Similarity	0.7385	NPC23294
Intermediate Similarity	0.7384	NPC279918
Intermediate Similarity	0.7384	NPC322644
Intermediate Similarity	0.7381	NPC105818
Intermediate Similarity	0.7381	NPC24678
Intermediate Similarity	0.7377	NPC17059
Intermediate Similarity	0.7374	NPC248462
Intermediate Similarity	0.7371	NPC63751
Intermediate Similarity	0.7368	NPC469762
Intermediate Similarity	0.7366	NPC267343

Drug Structure

NPD2844 OpenBabel08211702562D 26 28 0 0 0 0 0 0 0 0999 V2000 -1.1006 -2.7770 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.4485 -3.8648 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.2079 -2.9781 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.0739 -2.4781 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.6581 -2.4781 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.0739 -1.4781 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.3794 -4.5371 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.0485 -5.2802 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.3794 -1.0169 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.1006 -2.7770 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.6395 -3.2770 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.6884 -3.5860 0.0000 C 0 0 0 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 -1.4013 -0.8090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.2079 -0.9781 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.6884 -1.9680 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.7395 -6.2313 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.9945 0.1045 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.6395 -2.2770 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 -3.4087 -6.9744 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.7614 -6.4392 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.4945 0.9706 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -4.4485 -1.6892 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.4524 -7.3902 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.9945 1.8366 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 10 1 0 0 0 0 2 11 1 0 0 0 0 3 4 2 0 0 0 0 3 5 1 0 0 0 0 4 6 1 0 0 0 0 5 13 2 0 0 0 0 6 15 2 0 0 0 0 7 8 1 0 0 0 0 7 12 1 0 0 0 0 8 17 1 0 0 0 0 9 14 2 0 0 0 0 9 16 1 0 0 0 0 10 12 1 0 0 0 0 10 16 2 0 0 0 0 11 12 2 0 0 0 0 11 19 1 0 0 0 0 13 14 1 0 0 0 0 13 15 1 0 0 0 0 14 18 1 0 0 0 0 15 20 1 0 0 0 0 16 19 1 0 0 0 0 17 21 2 0 0 0 0 17 22 1 0 0 0 0 18 20 2 0 0 0 0 18 23 1 0 0 0 0 19 24 1 0 0 0 0 22 25 1 0 0 0 0 23 26 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DCL000631; DCL000342
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	5329099
ChEBI
CAS Number

Drug Properties

Molecular Weight	310.13
ALogP	0.7091
MLogP	2.89
XLogP	3.666
HDA	5
HBD	3
Rotatable Bonds	8
TPSA	85.68
RO5 Violation	0