NPASS drugs

Drug Information

Drug ID:	NPD3231
Drug Name:	Vismodegib
Molecular Formula:	C19H14Cl2N2O3S
Canonical SMILES:	Clc1cc(ccc1C(=Nc1ccc(c(c1)c1ccccn1)Cl)O)S(=O)(=O)C
Standard InCHI:	InChI=1S/C19H14Cl2N2O3S/c1-27(25,26)13-6-7-14(17(21)11-13)19(24)23-12-5-8-16(20)15(10-12)18-4-2-3-9-22-18/h2-11H,1H3,(H,23,24)
Standard InCHIKey:	BPQMGSKTAYIVFO-UHFFFAOYSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	TTD; ChEMBL; IUPHAR/BPS

Structural Similarity Between NPASS Natural Products and NPD3231

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	416
0.1-0.2	4403
0.2-0.3	9910
0.3-0.4	11863
0.4-0.5	2260
0.5-0.6	1613
0.6-0.7	424
0.7-0.8	1
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	0.7079	NPC471312
Remote Similarity	0.6939	NPC203754
Remote Similarity	0.6939	NPC150048
Remote Similarity	0.6919	NPC168486
Remote Similarity	0.6919	NPC222592
Remote Similarity	0.6906	NPC315348
Remote Similarity	0.6906	NPC32002
Remote Similarity	0.6859	NPC131718
Remote Similarity	0.6818	NPC248454
Remote Similarity	0.6806	NPC477591
Remote Similarity	0.6798	NPC256893
Remote Similarity	0.6753	NPC471178
Remote Similarity	0.6751	NPC313791
Remote Similarity	0.6736	NPC124542
Remote Similarity	0.6736	NPC59779
Remote Similarity	0.6736	NPC471177
Remote Similarity	0.6728	NPC193370
Remote Similarity	0.6703	NPC251722
Remote Similarity	0.6703	NPC314102
Remote Similarity	0.6702	NPC288445
Remote Similarity	0.6701	NPC102423
Remote Similarity	0.6701	NPC97367
Remote Similarity	0.6683	NPC163055
Remote Similarity	0.6683	NPC48938
Remote Similarity	0.6682	NPC124636
Remote Similarity	0.6667	NPC324149
Remote Similarity	0.6667	NPC129721
Remote Similarity	0.665	NPC314940
Remote Similarity	0.665	NPC473764
Remote Similarity	0.6633	NPC98187
Remote Similarity	0.6615	NPC476464
Remote Similarity	0.6599	NPC63751
Remote Similarity	0.6597	NPC469786
Remote Similarity	0.6597	NPC469765
Remote Similarity	0.6597	NPC73952
Remote Similarity	0.6597	NPC259644
Remote Similarity	0.6597	NPC469763
Remote Similarity	0.6597	NPC469760
Remote Similarity	0.6597	NPC25008
Remote Similarity	0.6588	NPC474916
Remote Similarity	0.6576	NPC169433
Remote Similarity	0.6573	NPC471311
Remote Similarity	0.6573	NPC212125
Remote Similarity	0.6573	NPC471313
Remote Similarity	0.6566	NPC116961
Remote Similarity	0.6566	NPC91895
Remote Similarity	0.6562	NPC211572
Remote Similarity	0.6562	NPC80597
Remote Similarity	0.6562	NPC70922
Remote Similarity	0.6562	NPC212376
Remote Similarity	0.6562	NPC75540
Remote Similarity	0.6545	NPC216713
Remote Similarity	0.6544	NPC66699
Remote Similarity	0.654	NPC272483
Remote Similarity	0.6533	NPC158129
Remote Similarity	0.6531	NPC311276
Remote Similarity	0.6513	NPC25899
Remote Similarity	0.6509	NPC212213
Remote Similarity	0.6507	NPC99666
Remote Similarity	0.6495	NPC469308
Remote Similarity	0.6495	NPC469762
Remote Similarity	0.6492	NPC105818
Remote Similarity	0.6492	NPC24678
Remote Similarity	0.649	NPC95783
Remote Similarity	0.648	NPC177404
Remote Similarity	0.648	NPC282231
Remote Similarity	0.6476	NPC329541
Remote Similarity	0.6474	NPC471957
Remote Similarity	0.6473	NPC74382
Remote Similarity	0.6473	NPC206251
Remote Similarity	0.6471	NPC60553
Remote Similarity	0.6467	NPC328029
Remote Similarity	0.6465	NPC49954
Remote Similarity	0.6465	NPC474561
Remote Similarity	0.6465	NPC41717
Remote Similarity	0.6462	NPC92796
Remote Similarity	0.6462	NPC135141
Remote Similarity	0.6462	NPC474791
Remote Similarity	0.6456	NPC314002
Remote Similarity	0.6455	NPC159856
Remote Similarity	0.645	NPC252590
Remote Similarity	0.6447	NPC473057
Remote Similarity	0.6443	NPC469785
Remote Similarity	0.6442	NPC255909
Remote Similarity	0.6441	NPC46358
Remote Similarity	0.6439	NPC133306
Remote Similarity	0.6436	NPC477890
Remote Similarity	0.6429	NPC279918
Remote Similarity	0.6429	NPC324611
Remote Similarity	0.6422	NPC175916
Remote Similarity	0.6422	NPC314919
Remote Similarity	0.6416	NPC216221
Remote Similarity	0.641	NPC469897
Remote Similarity	0.6408	NPC284678
Remote Similarity	0.6408	NPC204717
Remote Similarity	0.6406	NPC475070
Remote Similarity	0.6406	NPC470500
Remote Similarity	0.6404	NPC59269
Remote Similarity	0.6402	NPC471323
Remote Similarity	0.64	NPC194411
Remote Similarity	0.6396	NPC48192
Remote Similarity	0.6393	NPC477111
Remote Similarity	0.6389	NPC306397
Remote Similarity	0.6387	NPC470504
Remote Similarity	0.6386	NPC469938
Remote Similarity	0.6385	NPC77555
Remote Similarity	0.6382	NPC160105
Remote Similarity	0.6378	NPC230869
Remote Similarity	0.6378	NPC29702
Remote Similarity	0.6373	NPC176199
Remote Similarity	0.6373	NPC215795
Remote Similarity	0.6372	NPC77022
Remote Similarity	0.6368	NPC285731
Remote Similarity	0.6368	NPC314372
Remote Similarity	0.6364	NPC194640
Remote Similarity	0.6359	NPC141353
Remote Similarity	0.6359	NPC220765
Remote Similarity	0.6355	NPC134586
Remote Similarity	0.6355	NPC239954
Remote Similarity	0.6351	NPC110602
Remote Similarity	0.6351	NPC75726
Remote Similarity	0.6351	NPC31385
Remote Similarity	0.635	NPC201700
Remote Similarity	0.6349	NPC190296
Remote Similarity	0.6346	NPC171171
Remote Similarity	0.633	NPC470505
Remote Similarity	0.633	NPC47059
Remote Similarity	0.633	NPC165349
Remote Similarity	0.633	NPC329708
Remote Similarity	0.633	NPC274291
Remote Similarity	0.633	NPC118832
Remote Similarity	0.633	NPC264166
Remote Similarity	0.6329	NPC207851
Remote Similarity	0.6327	NPC26850
Remote Similarity	0.6326	NPC476167
Remote Similarity	0.6324	NPC211997
Remote Similarity	0.6324	NPC151939
Remote Similarity	0.6324	NPC68354
Remote Similarity	0.6324	NPC293472
Remote Similarity	0.6321	NPC198673
Remote Similarity	0.6316	NPC46580
Remote Similarity	0.6313	NPC211813
Remote Similarity	0.6313	NPC328596
Remote Similarity	0.6313	NPC328318
Remote Similarity	0.6313	NPC57398
Remote Similarity	0.6311	NPC192270
Remote Similarity	0.6305	NPC275305
Remote Similarity	0.6305	NPC37423
Remote Similarity	0.6302	NPC470111
Remote Similarity	0.6301	NPC477113
Remote Similarity	0.63	NPC54988
Remote Similarity	0.6298	NPC15102
Remote Similarity	0.6298	NPC165370
Remote Similarity	0.6293	NPC248462
Remote Similarity	0.6289	NPC470823
Remote Similarity	0.6286	NPC224327
Remote Similarity	0.6284	NPC200836
Remote Similarity	0.6284	NPC282398
Remote Similarity	0.6284	NPC53144
Remote Similarity	0.6283	NPC149014
Remote Similarity	0.6281	NPC40779
Remote Similarity	0.628	NPC243058
Remote Similarity	0.6279	NPC192315
Remote Similarity	0.6279	NPC168911
Remote Similarity	0.6277	NPC192712
Remote Similarity	0.6276	NPC51054
Remote Similarity	0.6275	NPC288785
Remote Similarity	0.6274	NPC314058
Remote Similarity	0.6274	NPC316359
Remote Similarity	0.6274	NPC133140
Remote Similarity	0.6274	NPC195268
Remote Similarity	0.6274	NPC315617
Remote Similarity	0.6274	NPC316018
Remote Similarity	0.6269	NPC44161
Remote Similarity	0.6263	NPC44773
Remote Similarity	0.6263	NPC215584
Remote Similarity	0.6262	NPC24864
Remote Similarity	0.6261	NPC5145
Remote Similarity	0.6256	NPC471294
Remote Similarity	0.6256	NPC314603
Remote Similarity	0.625	NPC284559
Remote Similarity	0.625	NPC91958
Remote Similarity	0.6244	NPC184964
Remote Similarity	0.6244	NPC326575
Remote Similarity	0.6243	NPC476140
Remote Similarity	0.6239	NPC173344
Remote Similarity	0.6237	NPC40070
Remote Similarity	0.6227	NPC317373
Remote Similarity	0.622	NPC62510
Remote Similarity	0.6219	NPC108469
Remote Similarity	0.6214	NPC42979
Remote Similarity	0.6214	NPC213468
Remote Similarity	0.6212	NPC56765
Remote Similarity	0.6211	NPC476454
Remote Similarity	0.621	NPC143325
Remote Similarity	0.621	NPC475774
Remote Similarity	0.6209	NPC472289
Remote Similarity	0.6209	NPC103119
Remote Similarity	0.6207	NPC470498
Remote Similarity	0.6205	NPC112206

Drug Structure

NPD3231 OpenBabel08211703112D 28 30 0 0 0 0 0 0 0 0999 V2000 0.0000 1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -9.0000 3.4641 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -8.5000 4.3301 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -8.5000 2.5981 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.0000 -0.0000 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 -2.5000 -0.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.0000 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.5000 4.3301 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.0000 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 -5.5000 0.8660 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 -3.0000 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.0000 1.7321 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.5000 0.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5000 0.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.5000 2.5981 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.0000 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -8.5000 0.8660 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 -3.0000 1.7321 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 -7.0000 3.4641 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -4.5000 0.8660 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -4.5000 -0.8660 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 -5.5000 -0.8660 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 27 1 0 0 0 0 2 3 2 0 0 0 0 2 4 1 0 0 0 0 3 9 1 0 0 0 0 4 18 2 0 0 0 0 5 8 2 0 0 0 0 5 12 1 0 0 0 0 6 7 2 0 0 0 0 6 13 1 0 0 0 0 7 14 1 0 0 0 0 8 16 1 0 0 0 0 9 22 2 0 0 0 0 10 12 2 0 0 0 0 10 15 1 0 0 0 0 11 13 2 0 0 0 0 11 17 1 0 0 0 0 12 23 1 0 0 0 0 13 27 1 0 0 0 0 14 17 2 0 0 0 0 14 19 1 0 0 0 0 15 16 2 0 0 0 0 15 18 1 0 0 0 0 16 20 1 0 0 0 0 17 21 1 0 0 0 0 18 22 1 0 0 0 0 19 23 2 3 0 0 0 19 24 1 0 0 0 0 24 28 1 0 0 0 0 25 27 2 0 0 0 0 26 27 2 0 0 0 0 M END $$$$

External Identifiers

TTD	DNAP001262; DNCL003712
DrugBank	DB08828
ChEMBL	CHEMBL473417
IUPHAR/BPS	6975
PharmaGKB	PA166048558
KEGG Drug	D09992
PubChem CID	24776445
ChEBI	66903
CAS Number	879085-55-9

Drug Properties

Molecular Weight	420.01
ALogP	1.0841
MLogP	2.67
XLogP	5.033
HDA	5
HBD	1
Rotatable Bonds	8
TPSA	88
RO5 Violation	1