NPASS drugs

Drug Information

Drug ID:	NPD5415
Drug Name:	Vemurafenib
Molecular Formula:	C23H18ClF2N3O3S
Canonical SMILES:	CCCS(=O)(=O)Nc1ccc(c(c1F)C(=O)c1c[nH]c2c1cc(cn2)c1ccc(cc1)Cl)F
Standard InCHI:	InChI=1S/C23H18ClF2N3O3S/c1-2-9-33(31,32)29-19-8-7-18(25)20(21(19)26)22(30)17-12-28-23-16(17)10-14(11-27-23)13-3-5-15(24)6-4-13/h3-8,10-12,29H,2,9H2,1H3,(H,27,28)
Standard InCHIKey:	GPXBXXGIAQBQNI-UHFFFAOYSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	TTD; ChEMBL; IUPHAR/BPS

Structural Similarity Between NPASS Natural Products and NPD5415

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	576
0.1-0.2	6214
0.2-0.3	14977
0.3-0.4	6003
0.4-0.5	1489
0.5-0.6	1429
0.6-0.7	199
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	0.7387	NPC116555
Intermediate Similarity	0.7357	NPC267811
Intermediate Similarity	0.7273	NPC469308
Remote Similarity	0.6958	NPC267078
Remote Similarity	0.6958	NPC935
Remote Similarity	0.6955	NPC326422
Remote Similarity	0.6941	NPC476460
Remote Similarity	0.6929	NPC474357
Remote Similarity	0.6901	NPC284775
Remote Similarity	0.6878	NPC304203
Remote Similarity	0.6846	NPC470323
Remote Similarity	0.6828	NPC317701
Remote Similarity	0.6806	NPC191415
Remote Similarity	0.6806	NPC470677
Remote Similarity	0.6743	NPC477003
Remote Similarity	0.6729	NPC293216
Remote Similarity	0.6711	NPC167710
Remote Similarity	0.6682	NPC141612
Remote Similarity	0.6682	NPC135601
Remote Similarity	0.6682	NPC17273
Remote Similarity	0.6667	NPC473218
Remote Similarity	0.6667	NPC324091
Remote Similarity	0.6667	NPC21429
Remote Similarity	0.6667	NPC470702
Remote Similarity	0.6638	NPC470703
Remote Similarity	0.6604	NPC42372
Remote Similarity	0.6596	NPC153980
Remote Similarity	0.6596	NPC6865
Remote Similarity	0.6553	NPC72956
Remote Similarity	0.6545	NPC102755
Remote Similarity	0.653	NPC88110
Remote Similarity	0.6525	NPC471603
Remote Similarity	0.6507	NPC229055
Remote Similarity	0.6498	NPC317054
Remote Similarity	0.6493	NPC474492
Remote Similarity	0.6491	NPC227582
Remote Similarity	0.6486	NPC63109
Remote Similarity	0.6486	NPC133003
Remote Similarity	0.6473	NPC103119
Remote Similarity	0.6463	NPC116622
Remote Similarity	0.6462	NPC100104
Remote Similarity	0.6462	NPC470680
Remote Similarity	0.6456	NPC471194
Remote Similarity	0.6456	NPC471193
Remote Similarity	0.6444	NPC471192
Remote Similarity	0.6435	NPC74413
Remote Similarity	0.6435	NPC237414
Remote Similarity	0.6413	NPC476341
Remote Similarity	0.6407	NPC252338
Remote Similarity	0.6402	NPC265100
Remote Similarity	0.6388	NPC47190
Remote Similarity	0.6383	NPC243850
Remote Similarity	0.638	NPC73994
Remote Similarity	0.638	NPC16659
Remote Similarity	0.638	NPC477042
Remote Similarity	0.6372	NPC154339
Remote Similarity	0.6368	NPC88115
Remote Similarity	0.6364	NPC477004
Remote Similarity	0.636	NPC267343
Remote Similarity	0.636	NPC282247
Remote Similarity	0.6355	NPC470203
Remote Similarity	0.6352	NPC260900
Remote Similarity	0.6346	NPC105811
Remote Similarity	0.6339	NPC99939
Remote Similarity	0.6339	NPC308931
Remote Similarity	0.6336	NPC74619
Remote Similarity	0.6335	NPC265710
Remote Similarity	0.6333	NPC470233
Remote Similarity	0.6327	NPC255909
Remote Similarity	0.6323	NPC470205
Remote Similarity	0.6318	NPC151635
Remote Similarity	0.6316	NPC216550
Remote Similarity	0.6313	NPC70949
Remote Similarity	0.6308	NPC470204
Remote Similarity	0.6304	NPC102592
Remote Similarity	0.6304	NPC79356
Remote Similarity	0.6303	NPC251391
Remote Similarity	0.6296	NPC48317
Remote Similarity	0.6295	NPC467063
Remote Similarity	0.629	NPC240088
Remote Similarity	0.629	NPC473380
Remote Similarity	0.6282	NPC106757
Remote Similarity	0.6281	NPC27041
Remote Similarity	0.6279	NPC242116
Remote Similarity	0.6272	NPC138370
Remote Similarity	0.626	NPC229893
Remote Similarity	0.626	NPC130570
Remote Similarity	0.6256	NPC70406
Remote Similarity	0.625	NPC467188
Remote Similarity	0.625	NPC117027
Remote Similarity	0.6245	NPC272458
Remote Similarity	0.6233	NPC314919
Remote Similarity	0.6227	NPC252572
Remote Similarity	0.6222	NPC110158
Remote Similarity	0.6221	NPC115232
Remote Similarity	0.6216	NPC237188
Remote Similarity	0.6216	NPC157583
Remote Similarity	0.6216	NPC83774
Remote Similarity	0.6211	NPC278434
Remote Similarity	0.621	NPC471943
Remote Similarity	0.6209	NPC313889
Remote Similarity	0.6193	NPC114637
Remote Similarity	0.619	NPC157828
Remote Similarity	0.619	NPC195239
Remote Similarity	0.6185	NPC192712
Remote Similarity	0.6184	NPC473666
Remote Similarity	0.618	NPC34837
Remote Similarity	0.6176	NPC77101
Remote Similarity	0.6175	NPC315062
Remote Similarity	0.6175	NPC21174
Remote Similarity	0.6175	NPC271797
Remote Similarity	0.6175	NPC267853
Remote Similarity	0.6175	NPC274981
Remote Similarity	0.6173	NPC470731
Remote Similarity	0.6173	NPC470732
Remote Similarity	0.6164	NPC128244
Remote Similarity	0.6164	NPC11445
Remote Similarity	0.6161	NPC123906
Remote Similarity	0.6161	NPC61011
Remote Similarity	0.6157	NPC122141
Remote Similarity	0.6157	NPC44773
Remote Similarity	0.6157	NPC215584
Remote Similarity	0.6151	NPC244897
Remote Similarity	0.615	NPC325903
Remote Similarity	0.614	NPC477415
Remote Similarity	0.614	NPC474259
Remote Similarity	0.614	NPC23476
Remote Similarity	0.614	NPC213914
Remote Similarity	0.6138	NPC276657
Remote Similarity	0.6132	NPC53947
Remote Similarity	0.6129	NPC214106
Remote Similarity	0.6121	NPC202812
Remote Similarity	0.6121	NPC209362
Remote Similarity	0.6118	NPC104712
Remote Similarity	0.6116	NPC213468
Remote Similarity	0.6114	NPC321708
Remote Similarity	0.6111	NPC92796
Remote Similarity	0.6111	NPC474916
Remote Similarity	0.6111	NPC135141
Remote Similarity	0.6111	NPC131887
Remote Similarity	0.6111	NPC80681
Remote Similarity	0.6111	NPC67288
Remote Similarity	0.6111	NPC56765
Remote Similarity	0.6109	NPC262338
Remote Similarity	0.6104	NPC315617
Remote Similarity	0.6104	NPC316359
Remote Similarity	0.6103	NPC470679
Remote Similarity	0.6103	NPC217021
Remote Similarity	0.6102	NPC316411
Remote Similarity	0.6094	NPC101350
Remote Similarity	0.6093	NPC476464
Remote Similarity	0.6093	NPC74357
Remote Similarity	0.6087	NPC207686
Remote Similarity	0.6087	NPC32002
Remote Similarity	0.6087	NPC315348
Remote Similarity	0.6085	NPC81535
Remote Similarity	0.6083	NPC266249
Remote Similarity	0.6079	NPC46895
Remote Similarity	0.6079	NPC285923
Remote Similarity	0.6075	NPC200214
Remote Similarity	0.6073	NPC233380
Remote Similarity	0.6067	NPC471191
Remote Similarity	0.6066	NPC143872
Remote Similarity	0.6066	NPC288838
Remote Similarity	0.6055	NPC235685
Remote Similarity	0.6054	NPC469529
Remote Similarity	0.6052	NPC294693
Remote Similarity	0.6049	NPC477413
Remote Similarity	0.6049	NPC110182
Remote Similarity	0.6045	NPC49217
Remote Similarity	0.6044	NPC55772
Remote Similarity	0.6044	NPC11126
Remote Similarity	0.6041	NPC147983
Remote Similarity	0.6041	NPC322064
Remote Similarity	0.6041	NPC177996
Remote Similarity	0.6038	NPC471957
Remote Similarity	0.6037	NPC300238
Remote Similarity	0.6035	NPC83381
Remote Similarity	0.6034	NPC316018
Remote Similarity	0.6034	NPC314058
Remote Similarity	0.6033	NPC123839
Remote Similarity	0.6032	NPC156003
Remote Similarity	0.6029	NPC476454
Remote Similarity	0.6028	NPC216713
Remote Similarity	0.6026	NPC476527
Remote Similarity	0.6026	NPC62749
Remote Similarity	0.6024	NPC165743
Remote Similarity	0.6023	NPC171393
Remote Similarity	0.6023	NPC295452
Remote Similarity	0.6019	NPC314372
Remote Similarity	0.6015	NPC477418
Remote Similarity	0.6015	NPC477420
Remote Similarity	0.6009	NPC228835
Remote Similarity	0.6009	NPC321911
Remote Similarity	0.6008	NPC476073
Remote Similarity	0.6008	NPC54981
Remote Similarity	0.6	NPC476817
Remote Similarity	0.6	NPC190296
Remote Similarity	0.6	NPC84827
Remote Similarity	0.6	NPC14113

Drug Structure

NPD5415 OpenBabel08211708292D 35 38 0 0 0 0 0 0 0 0999 V2000 -1.0000 1.7321 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.5000 0.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.2076 -0.0359 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.5677 1.6583 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -8.1857 -0.2439 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -8.5458 1.4503 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 -2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.0000 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.2513 0.3799 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.6114 2.0741 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.6551 0.5878 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.8985 0.9151 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.9204 1.1230 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -8.8548 0.4993 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.2731 0.5878 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 -2.5981 -2.5000 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 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 -1.0000 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 -3.9641 1.5388 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -9.8330 0.2914 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 -1.7321 -0.0000 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 -4.6332 2.2820 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -2.9641 1.5388 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 -4.3301 -1.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 1.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.0000 0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -0.0000 0.0000 S 0 0 0 0 0 0 0 0 0 0 0 0 -2.3763 2.3479 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 -1.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 2 1 0 0 0 0 2 9 1 0 0 0 0 3 5 1 0 0 0 0 3 13 2 0 0 0 0 4 6 2 0 0 0 0 4 13 1 0 0 0 0 5 15 2 0 0 0 0 6 15 1 0 0 0 0 7 8 2 0 0 0 0 7 18 1 0 0 0 0 8 19 1 0 0 0 0 9 33 1 0 0 0 0 10 14 2 0 0 0 0 10 16 1 0 0 0 0 11 14 1 0 0 0 0 11 27 2 0 0 0 0 12 17 2 0 0 0 0 12 28 1 0 0 0 0 13 14 1 0 0 0 0 15 24 1 0 0 0 0 16 17 1 0 0 0 0 16 23 2 0 0 0 0 17 22 1 0 0 0 0 18 20 2 0 0 0 0 18 25 1 0 0 0 0 19 21 2 0 0 0 0 19 29 1 0 0 0 0 20 21 1 0 0 0 0 20 22 1 0 0 0 0 21 26 1 0 0 0 0 22 30 2 0 0 0 0 23 27 1 0 0 0 0 23 28 1 0 0 0 0 28 34 1 0 0 0 0 29 33 1 0 0 0 0 29 35 1 0 0 0 0 31 33 2 0 0 0 0 32 33 2 0 0 0 0 M END $$$$

External Identifiers

TTD	DCL000615; DNAP001683
DrugBank	DB08881
ChEMBL	CHEMBL1229517
IUPHAR/BPS	5893
PharmaGKB	PA165946873
KEGG Drug	D09996
PubChem CID	42611257
ChEBI	63637
CAS Number	918504-65-1

Drug Properties

Molecular Weight	489.07
ALogP	-0.1421
MLogP	2.89
XLogP	5.035
HDA	6
HBD	2
Rotatable Bonds	11
TPSA	100.3
RO5 Violation	1