NPASS drugs

Drug Information

Drug ID:	NPD4314
Drug Name:	Sorafenib
Molecular Formula:	C21H16ClF3N4O3
Canonical SMILES:	CNC(=O)c1nccc(c1)Oc1ccc(cc1)NC(=Nc1ccc(c(c1)C(F)(F)F)Cl)O
Standard InCHI:	InChI=1S/C21H16ClF3N4O3/c1-26-19(30)18-11-15(8-9-27-18)32-14-5-2-12(3-6-14)28-20(31)29-13-4-7-17(22)16(10-13)21(23,24)25/h2-11H,1H3,(H,26,30)(H2,28,29,31)
Standard InCHIKey:	MLDQJTXFUGDVEO-UHFFFAOYSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	ChEMBL; IUPHAR/BPS

Structural Similarity Between NPASS Natural Products and NPD4314

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	436
0.1-0.2	4217
0.2-0.3	8648
0.3-0.4	8664
0.4-0.5	6402
0.5-0.6	2009
0.6-0.7	509
0.7-0.8	5
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	0.7191	NPC168209
Intermediate Similarity	0.7101	NPC175150
Intermediate Similarity	0.7101	NPC243633
Intermediate Similarity	0.7028	NPC316224
Intermediate Similarity	0.7008	NPC196718
Remote Similarity	0.6983	NPC157931
Remote Similarity	0.6946	NPC323969
Remote Similarity	0.6939	NPC102593
Remote Similarity	0.6935	NPC101350
Remote Similarity	0.6914	NPC257851
Remote Similarity	0.6895	NPC235685
Remote Similarity	0.6885	NPC66777
Remote Similarity	0.6885	NPC471762
Remote Similarity	0.6878	NPC146976
Remote Similarity	0.686	NPC122436
Remote Similarity	0.686	NPC322482
Remote Similarity	0.6835	NPC236668
Remote Similarity	0.6826	NPC315957
Remote Similarity	0.6807	NPC50562
Remote Similarity	0.6797	NPC56271
Remote Similarity	0.6795	NPC193238
Remote Similarity	0.6784	NPC63971
Remote Similarity	0.6784	NPC91868
Remote Similarity	0.678	NPC470020
Remote Similarity	0.6778	NPC67658
Remote Similarity	0.6773	NPC471614
Remote Similarity	0.6769	NPC473814
Remote Similarity	0.6769	NPC78767
Remote Similarity	0.676	NPC240384
Remote Similarity	0.6754	NPC93390
Remote Similarity	0.6749	NPC216612
Remote Similarity	0.6745	NPC161801
Remote Similarity	0.6734	NPC49547
Remote Similarity	0.6696	NPC74153
Remote Similarity	0.6694	NPC260434
Remote Similarity	0.6693	NPC142385
Remote Similarity	0.668	NPC27041
Remote Similarity	0.6667	NPC470018
Remote Similarity	0.6667	NPC208522
Remote Similarity	0.6653	NPC197141
Remote Similarity	0.664	NPC74575
Remote Similarity	0.6639	NPC322064
Remote Similarity	0.6638	NPC473821
Remote Similarity	0.6624	NPC287208
Remote Similarity	0.6624	NPC82548
Remote Similarity	0.662	NPC9482
Remote Similarity	0.6612	NPC210434
Remote Similarity	0.6602	NPC78609
Remote Similarity	0.66	NPC207686
Remote Similarity	0.6598	NPC472099
Remote Similarity	0.6597	NPC174672
Remote Similarity	0.6588	NPC72905
Remote Similarity	0.6587	NPC477549
Remote Similarity	0.6586	NPC24019
Remote Similarity	0.6582	NPC270918
Remote Similarity	0.6571	NPC60621
Remote Similarity	0.6565	NPC307963
Remote Similarity	0.6565	NPC53534
Remote Similarity	0.6561	NPC472061
Remote Similarity	0.6549	NPC119134
Remote Similarity	0.6548	NPC182222
Remote Similarity	0.6546	NPC194740
Remote Similarity	0.6545	NPC220851
Remote Similarity	0.6543	NPC469727
Remote Similarity	0.654	NPC258048
Remote Similarity	0.6527	NPC303374
Remote Similarity	0.6527	NPC174758
Remote Similarity	0.6525	NPC116701
Remote Similarity	0.651	NPC41501
Remote Similarity	0.6507	NPC471593
Remote Similarity	0.6506	NPC192712
Remote Similarity	0.65	NPC309845
Remote Similarity	0.6496	NPC15801
Remote Similarity	0.6494	NPC315062
Remote Similarity	0.6494	NPC267853
Remote Similarity	0.6484	NPC148889
Remote Similarity	0.6481	NPC90229
Remote Similarity	0.6479	NPC132385
Remote Similarity	0.6478	NPC478141
Remote Similarity	0.6475	NPC305984
Remote Similarity	0.6475	NPC137353
Remote Similarity	0.6473	NPC208284
Remote Similarity	0.6471	NPC472064
Remote Similarity	0.6468	NPC244897
Remote Similarity	0.6468	NPC19872
Remote Similarity	0.6468	NPC176538
Remote Similarity	0.6462	NPC270515
Remote Similarity	0.6461	NPC237740
Remote Similarity	0.6449	NPC196449
Remote Similarity	0.6449	NPC314222
Remote Similarity	0.6443	NPC141053
Remote Similarity	0.6443	NPC22481
Remote Similarity	0.644	NPC186351
Remote Similarity	0.6437	NPC280799
Remote Similarity	0.6435	NPC76748
Remote Similarity	0.6434	NPC75179
Remote Similarity	0.6429	NPC285558
Remote Similarity	0.6426	NPC314882
Remote Similarity	0.6426	NPC103361
Remote Similarity	0.6423	NPC313804
Remote Similarity	0.6423	NPC213530
Remote Similarity	0.6423	NPC193267
Remote Similarity	0.6423	NPC315804
Remote Similarity	0.6423	NPC74360
Remote Similarity	0.6422	NPC177404
Remote Similarity	0.6418	NPC152620
Remote Similarity	0.6417	NPC476465
Remote Similarity	0.6417	NPC316411
Remote Similarity	0.6417	NPC90875
Remote Similarity	0.6416	NPC161887
Remote Similarity	0.6414	NPC472069
Remote Similarity	0.6414	NPC472063
Remote Similarity	0.6414	NPC472062
Remote Similarity	0.6407	NPC92111
Remote Similarity	0.6405	NPC242923
Remote Similarity	0.6404	NPC295158
Remote Similarity	0.6403	NPC477516
Remote Similarity	0.64	NPC319232
Remote Similarity	0.64	NPC24370
Remote Similarity	0.6396	NPC14651
Remote Similarity	0.6396	NPC121658
Remote Similarity	0.6395	NPC198401
Remote Similarity	0.6393	NPC16066
Remote Similarity	0.6393	NPC477979
Remote Similarity	0.6391	NPC478006
Remote Similarity	0.6391	NPC296527
Remote Similarity	0.6391	NPC216369
Remote Similarity	0.639	NPC472070
Remote Similarity	0.6389	NPC278525
Remote Similarity	0.6375	NPC187145
Remote Similarity	0.6375	NPC321428
Remote Similarity	0.6371	NPC232727
Remote Similarity	0.6371	NPC15406
Remote Similarity	0.637	NPC315467
Remote Similarity	0.6368	NPC251090
Remote Similarity	0.6367	NPC182907
Remote Similarity	0.6367	NPC148183
Remote Similarity	0.6367	NPC177996
Remote Similarity	0.6367	NPC152768
Remote Similarity	0.6367	NPC147983
Remote Similarity	0.6367	NPC189903
Remote Similarity	0.6367	NPC274982
Remote Similarity	0.6364	NPC123976
Remote Similarity	0.6364	NPC167860
Remote Similarity	0.6364	NPC269367
Remote Similarity	0.6364	NPC123839
Remote Similarity	0.6356	NPC284338
Remote Similarity	0.6353	NPC253675
Remote Similarity	0.6352	NPC266931
Remote Similarity	0.6351	NPC476518
Remote Similarity	0.6349	NPC246381
Remote Similarity	0.6349	NPC266249
Remote Similarity	0.6347	NPC478010
Remote Similarity	0.6347	NPC478009
Remote Similarity	0.634	NPC267928
Remote Similarity	0.6339	NPC200553
Remote Similarity	0.6339	NPC233334
Remote Similarity	0.6339	NPC279189
Remote Similarity	0.6331	NPC276657
Remote Similarity	0.633	NPC74619
Remote Similarity	0.6328	NPC470017
Remote Similarity	0.6328	NPC108342
Remote Similarity	0.6325	NPC135950
Remote Similarity	0.6324	NPC326363
Remote Similarity	0.6316	NPC303658
Remote Similarity	0.6316	NPC264285
Remote Similarity	0.6314	NPC172222
Remote Similarity	0.6312	NPC26543
Remote Similarity	0.6311	NPC472098
Remote Similarity	0.6311	NPC471194
Remote Similarity	0.6311	NPC153980
Remote Similarity	0.6311	NPC6865
Remote Similarity	0.6311	NPC118940
Remote Similarity	0.6311	NPC471193
Remote Similarity	0.631	NPC478078
Remote Similarity	0.6309	NPC195268
Remote Similarity	0.6309	NPC133140
Remote Similarity	0.6305	NPC310118
Remote Similarity	0.6304	NPC470022
Remote Similarity	0.6304	NPC6786
Remote Similarity	0.6304	NPC104712
Remote Similarity	0.6299	NPC477112
Remote Similarity	0.6296	NPC471304
Remote Similarity	0.6293	NPC210296
Remote Similarity	0.6292	NPC118832
Remote Similarity	0.6292	NPC274291
Remote Similarity	0.6292	NPC264166
Remote Similarity	0.6292	NPC165349
Remote Similarity	0.6292	NPC472259
Remote Similarity	0.6292	NPC329708
Remote Similarity	0.6292	NPC47059
Remote Similarity	0.6286	NPC476287
Remote Similarity	0.6284	NPC26850
Remote Similarity	0.6278	NPC472435
Remote Similarity	0.6276	NPC295898
Remote Similarity	0.6276	NPC211813
Remote Similarity	0.6273	NPC314056
Remote Similarity	0.6272	NPC266551
Remote Similarity	0.6272	NPC219963
Remote Similarity	0.6271	NPC106824

Drug Structure

NPD4314 OpenBabel08211705262D 35 37 0 0 0 0 0 0 0 0999 V2000 0.8660 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 -3.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 -5.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.0622 -3.5000 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 -0.8660 -4.5000 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 -0.8660 -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 -5.1962 -2.0000 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 -4.5000 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 -0.8660 -3.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -2.0000 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 -6.9282 -2.0000 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 1.7321 0.0000 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 -6.0622 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.7942 -1.5000 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 -6.5622 0.3660 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 -7.0622 -0.5000 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 -5.1962 -0.0000 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 -0.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 -5.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -4.3301 -3.5000 0.0000 N 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 -5.1962 -5.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -3.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 1.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 -6.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -5.1962 -6.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 26 1 0 0 0 0 2 5 1 0 0 0 0 2 12 2 0 0 0 0 3 6 2 0 0 0 0 3 12 1 0 0 0 0 4 7 2 0 0 0 0 4 13 1 0 0 0 0 5 14 2 0 0 0 0 6 14 1 0 0 0 0 7 17 1 0 0 0 0 8 9 2 0 0 0 0 8 15 1 0 0 0 0 9 27 1 0 0 0 0 10 13 2 0 0 0 0 10 16 1 0 0 0 0 11 15 2 0 0 0 0 11 18 1 0 0 0 0 12 28 1 0 0 0 0 13 29 1 0 0 0 0 14 32 1 0 0 0 0 15 32 1 0 0 0 0 16 17 2 0 0 0 0 16 21 1 0 0 0 0 17 22 1 0 0 0 0 18 19 1 0 0 0 0 18 27 2 0 0 0 0 19 26 1 0 0 0 0 19 30 2 0 0 0 0 20 28 1 0 0 0 0 20 29 2 3 0 0 0 20 31 1 0 0 0 0 21 23 1 0 0 0 0 21 24 1 0 0 0 0 21 25 1 0 0 0 0 26 33 1 0 0 0 0 28 34 1 0 0 0 0 31 35 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DAP000006
DrugBank	DB00398
ChEMBL	CHEMBL1336
IUPHAR/BPS	5711
PharmaGKB	PA7000
KEGG Drug	D08524
PubChem CID	216239
ChEBI	50924
CAS Number	284461-73-0

Drug Properties

Molecular Weight	464.09
ALogP	1.0813
MLogP	2.56
XLogP	5.98
HDA	6
HBD	3
Rotatable Bonds	14
TPSA	95.84
RO5 Violation	1