NPASS drugs

Drug Information

Drug ID:	NPD4309
Drug Name:	Regorafenib
Molecular Formula:	C21H15ClF4N4O3
Canonical SMILES:	CNC(=O)c1nccc(c1)Oc1ccc(c(c1)F)NC(=Nc1ccc(c(c1)C(F)(F)F)Cl)O
Standard InCHI:	InChI=1S/C21H15ClF4N4O3/c1-27-19(31)18-10-13(6-7-28-18)33-12-3-5-17(16(23)9-12)30-20(32)29-11-2-4-15(22)14(8-11)21(24,25)26/h2-10H,1H3,(H,27,31)(H2,29,30,32)
Standard InCHIKey:	FNHKPVJBJVTLMP-UHFFFAOYSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	TTD; ChEMBL; IUPHAR/BPS

Structural Similarity Between NPASS Natural Products and NPD4309

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	452
0.1-0.2	4784
0.2-0.3	8161
0.3-0.4	9554
0.4-0.5	5578
0.5-0.6	1936
0.6-0.7	422
0.7-0.8	3
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	0.7089	NPC168209
Intermediate Similarity	0.7	NPC175150
Intermediate Similarity	0.7	NPC243633
Remote Similarity	0.6955	NPC157931
Remote Similarity	0.6932	NPC316224
Remote Similarity	0.6911	NPC196718
Remote Similarity	0.6885	NPC257851
Remote Similarity	0.6867	NPC235685
Remote Similarity	0.6857	NPC471762
Remote Similarity	0.6857	NPC66777
Remote Similarity	0.6846	NPC323969
Remote Similarity	0.6842	NPC102593
Remote Similarity	0.684	NPC101350
Remote Similarity	0.6831	NPC322482
Remote Similarity	0.6831	NPC122436
Remote Similarity	0.6778	NPC146976
Remote Similarity	0.677	NPC56271
Remote Similarity	0.6766	NPC193238
Remote Similarity	0.6758	NPC63971
Remote Similarity	0.6758	NPC91868
Remote Similarity	0.6751	NPC470020
Remote Similarity	0.6736	NPC236668
Remote Similarity	0.6733	NPC240384
Remote Similarity	0.6724	NPC315957
Remote Similarity	0.6721	NPC216612
Remote Similarity	0.6719	NPC161801
Remote Similarity	0.6708	NPC50562
Remote Similarity	0.668	NPC471614
Remote Similarity	0.668	NPC67658
Remote Similarity	0.6667	NPC78767
Remote Similarity	0.6667	NPC260434
Remote Similarity	0.6667	NPC473814
Remote Similarity	0.6667	NPC142385
Remote Similarity	0.6653	NPC27041
Remote Similarity	0.6652	NPC93390
Remote Similarity	0.664	NPC470018
Remote Similarity	0.664	NPC49547
Remote Similarity	0.6626	NPC197141
Remote Similarity	0.6613	NPC74575
Remote Similarity	0.6609	NPC473821
Remote Similarity	0.6597	NPC82548
Remote Similarity	0.6597	NPC287208
Remote Similarity	0.6595	NPC74153
Remote Similarity	0.6585	NPC210434
Remote Similarity	0.6576	NPC208522
Remote Similarity	0.6576	NPC78609
Remote Similarity	0.6574	NPC207686
Remote Similarity	0.6569	NPC174672
Remote Similarity	0.6562	NPC72905
Remote Similarity	0.6555	NPC270918
Remote Similarity	0.6545	NPC60621
Remote Similarity	0.6543	NPC322064
Remote Similarity	0.6538	NPC9482
Remote Similarity	0.6535	NPC472061
Remote Similarity	0.6523	NPC119134
Remote Similarity	0.6522	NPC182222
Remote Similarity	0.6518	NPC220851
Remote Similarity	0.6516	NPC469727
Remote Similarity	0.6515	NPC258048
Remote Similarity	0.6504	NPC472099
Remote Similarity	0.6502	NPC303374
Remote Similarity	0.65	NPC174758
Remote Similarity	0.6496	NPC477549
Remote Similarity	0.6494	NPC24019
Remote Similarity	0.6484	NPC41501
Remote Similarity	0.648	NPC192712
Remote Similarity	0.6478	NPC471593
Remote Similarity	0.6477	NPC53534
Remote Similarity	0.6473	NPC309845
Remote Similarity	0.6466	NPC307963
Remote Similarity	0.6454	NPC194740
Remote Similarity	0.6453	NPC90229
Remote Similarity	0.645	NPC137353
Remote Similarity	0.6444	NPC116701
Remote Similarity	0.6441	NPC19872
Remote Similarity	0.6441	NPC176538
Remote Similarity	0.6434	NPC237740
Remote Similarity	0.6417	NPC22481
Remote Similarity	0.6406	NPC15801
Remote Similarity	0.6403	NPC267853
Remote Similarity	0.6403	NPC315062
Remote Similarity	0.6397	NPC74360
Remote Similarity	0.6397	NPC213530
Remote Similarity	0.6397	NPC193267
Remote Similarity	0.6395	NPC148889
Remote Similarity	0.6394	NPC132385
Remote Similarity	0.6393	NPC177404
Remote Similarity	0.6388	NPC161887
Remote Similarity	0.6386	NPC478141
Remote Similarity	0.6382	NPC305984
Remote Similarity	0.6379	NPC208284
Remote Similarity	0.6378	NPC244897
Remote Similarity	0.6376	NPC295158
Remote Similarity	0.6375	NPC472064
Remote Similarity	0.6374	NPC270515
Remote Similarity	0.6368	NPC121658
Remote Similarity	0.6368	NPC14651
Remote Similarity	0.6367	NPC196449
Remote Similarity	0.6367	NPC216369
Remote Similarity	0.6367	NPC314222
Remote Similarity	0.6367	NPC16066
Remote Similarity	0.6364	NPC296527
Remote Similarity	0.6364	NPC278525
Remote Similarity	0.6353	NPC141053
Remote Similarity	0.6349	NPC321428
Remote Similarity	0.6349	NPC186351
Remote Similarity	0.6346	NPC15406
Remote Similarity	0.6346	NPC75179
Remote Similarity	0.6345	NPC280799
Remote Similarity	0.6345	NPC232727
Remote Similarity	0.6342	NPC189903
Remote Similarity	0.6342	NPC182907
Remote Similarity	0.6341	NPC274982
Remote Similarity	0.634	NPC314882
Remote Similarity	0.634	NPC251090
Remote Similarity	0.6337	NPC269367
Remote Similarity	0.6337	NPC123839
Remote Similarity	0.6337	NPC123976
Remote Similarity	0.6337	NPC167860
Remote Similarity	0.6336	NPC76748
Remote Similarity	0.6333	NPC285558
Remote Similarity	0.6333	NPC152620
Remote Similarity	0.6331	NPC315804
Remote Similarity	0.6331	NPC313804
Remote Similarity	0.6329	NPC284338
Remote Similarity	0.6329	NPC103361
Remote Similarity	0.6328	NPC253675
Remote Similarity	0.6328	NPC90875
Remote Similarity	0.6328	NPC316411
Remote Similarity	0.6324	NPC246381
Remote Similarity	0.6323	NPC476518
Remote Similarity	0.6322	NPC266249
Remote Similarity	0.6322	NPC476465
Remote Similarity	0.6318	NPC472063
Remote Similarity	0.6318	NPC472062
Remote Similarity	0.6318	NPC472069
Remote Similarity	0.6314	NPC279189
Remote Similarity	0.6314	NPC233334
Remote Similarity	0.6314	NPC267928
Remote Similarity	0.6314	NPC477516
Remote Similarity	0.6314	NPC200553
Remote Similarity	0.6311	NPC242923
Remote Similarity	0.631	NPC319232
Remote Similarity	0.631	NPC24370
Remote Similarity	0.6309	NPC92111
Remote Similarity	0.6306	NPC478006
Remote Similarity	0.6306	NPC74619
Remote Similarity	0.6305	NPC276657
Remote Similarity	0.6304	NPC470017
Remote Similarity	0.6304	NPC108342
Remote Similarity	0.6301	NPC477979
Remote Similarity	0.6298	NPC198401
Remote Similarity	0.6296	NPC472070
Remote Similarity	0.629	NPC264285
Remote Similarity	0.6289	NPC172222
Remote Similarity	0.6287	NPC315467
Remote Similarity	0.6286	NPC471194
Remote Similarity	0.6286	NPC471193
Remote Similarity	0.6286	NPC118940
Remote Similarity	0.6285	NPC187145
Remote Similarity	0.6279	NPC470022
Remote Similarity	0.6279	NPC6786
Remote Similarity	0.6279	NPC104712
Remote Similarity	0.6275	NPC147983
Remote Similarity	0.6275	NPC148183
Remote Similarity	0.6275	NPC177996
Remote Similarity	0.6275	NPC477112
Remote Similarity	0.6275	NPC152768
Remote Similarity	0.6269	NPC210296
Remote Similarity	0.6266	NPC472259
Remote Similarity	0.6264	NPC478010
Remote Similarity	0.6264	NPC478009
Remote Similarity	0.626	NPC266931
Remote Similarity	0.626	NPC476287
Remote Similarity	0.6256	NPC26850
Remote Similarity	0.625	NPC211813
Remote Similarity	0.625	NPC295898
Remote Similarity	0.6245	NPC106824
Remote Similarity	0.6245	NPC219963
Remote Similarity	0.6245	NPC266551
Remote Similarity	0.624	NPC175602
Remote Similarity	0.624	NPC45190
Remote Similarity	0.624	NPC162002
Remote Similarity	0.624	NPC300156
Remote Similarity	0.6239	NPC138370
Remote Similarity	0.6235	NPC326363
Remote Similarity	0.6234	NPC121772
Remote Similarity	0.6233	NPC41717
Remote Similarity	0.623	NPC61038
Remote Similarity	0.6229	NPC135950
Remote Similarity	0.6226	NPC26543
Remote Similarity	0.6225	NPC303658
Remote Similarity	0.6224	NPC200836
Remote Similarity	0.622	NPC6865
Remote Similarity	0.622	NPC153980
Remote Similarity	0.622	NPC478078
Remote Similarity	0.622	NPC472098
Remote Similarity	0.6215	NPC310118
Remote Similarity	0.6213	NPC324149
Remote Similarity	0.6213	NPC133140

Drug Structure

NPD4309 OpenBabel08211705262D 36 38 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 -6.0622 -3.5000 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 -1.7321 -5.0000 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 -1.7321 -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 -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 -2.5981 -3.5000 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 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 -3.4641 -3.0000 0.0000 F 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 -4.3301 -3.5000 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 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 27 1 0 0 0 0 2 4 2 0 0 0 0 2 11 1 0 0 0 0 3 5 2 0 0 0 0 3 12 1 0 0 0 0 4 15 1 0 0 0 0 5 17 1 0 0 0 0 6 7 2 0 0 0 0 6 13 1 0 0 0 0 7 28 1 0 0 0 0 8 11 2 0 0 0 0 8 14 1 0 0 0 0 9 12 2 0 0 0 0 9 16 1 0 0 0 0 10 13 2 0 0 0 0 10 18 1 0 0 0 0 11 29 1 0 0 0 0 12 33 1 0 0 0 0 13 33 1 0 0 0 0 14 15 2 0 0 0 0 14 21 1 0 0 0 0 15 22 1 0 0 0 0 16 17 2 0 0 0 0 16 23 1 0 0 0 0 17 30 1 0 0 0 0 18 19 1 0 0 0 0 18 28 2 0 0 0 0 19 27 1 0 0 0 0 19 31 2 0 0 0 0 20 29 2 3 0 0 0 20 30 1 0 0 0 0 20 32 1 0 0 0 0 21 24 1 0 0 0 0 21 25 1 0 0 0 0 21 26 1 0 0 0 0 27 34 1 0 0 0 0 30 35 1 0 0 0 0 32 36 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DNAP001694
DrugBank	DB08896
ChEMBL	CHEMBL1946170
IUPHAR/BPS	5891
PharmaGKB
KEGG Drug	D10138
PubChem CID	11167602
ChEBI	68647
CAS Number	755037-03-7

Drug Properties

Molecular Weight	482.08
ALogP	1.561
MLogP	2.45
XLogP	5.939
HDA	6
HBD	3
Rotatable Bonds	15
TPSA	95.84
RO5 Violation	1