NPASS drugs

Drug Information

Drug ID:	NPD4346
Drug Name:	Laropiprant
Molecular Formula:	C21H19ClFNO4S
Canonical SMILES:	OC(=O)C[C@H]1CCc2c1n(Cc1ccc(cc1)Cl)c1c2cc(cc1S(=O)(=O)C)F
Standard InCHI:	InChI=1S/C21H19ClFNO4S/c1-29(27,28)18-10-15(23)9-17-16-7-4-13(8-19(25)26)20(16)24(21(17)18)11-12-2-5-14(22)6-3-12/h2-3,5-6,9-10,13H,4,7-8,11H2,1H3,(H,25,26)/t13-/m1/s1
Standard InCHIKey:	NXFFJDQHYLNEJK-CYBMUJFWSA-N
Max Developmental Stage:	Phase 3
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD4346

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	265
0.1-0.2	1780
0.2-0.3	10469
0.3-0.4	14147
0.4-0.5	2234
0.5-0.6	1743
0.6-0.7	251
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	0.7	NPC272483
Remote Similarity	0.6866	NPC469938
Remote Similarity	0.6847	NPC213468
Remote Similarity	0.6808	NPC102008
Remote Similarity	0.6796	NPC472119
Remote Similarity	0.6779	NPC472323
Remote Similarity	0.665	NPC15840
Remote Similarity	0.6588	NPC321708
Remote Similarity	0.6584	NPC78020
Remote Similarity	0.6562	NPC31385
Remote Similarity	0.6562	NPC110602
Remote Similarity	0.6562	NPC75726
Remote Similarity	0.6553	NPC64436
Remote Similarity	0.6538	NPC113626
Remote Similarity	0.6507	NPC143533
Remote Similarity	0.6505	NPC267885
Remote Similarity	0.6493	NPC99428
Remote Similarity	0.6493	NPC235684
Remote Similarity	0.6493	NPC478077
Remote Similarity	0.6473	NPC111275
Remote Similarity	0.6473	NPC248454
Remote Similarity	0.6456	NPC110500
Remote Similarity	0.6456	NPC203468
Remote Similarity	0.6456	NPC149155
Remote Similarity	0.6449	NPC472097
Remote Similarity	0.6442	NPC126709
Remote Similarity	0.6442	NPC248462
Remote Similarity	0.6442	NPC248041
Remote Similarity	0.6442	NPC219336
Remote Similarity	0.6442	NPC283219
Remote Similarity	0.6442	NPC55772
Remote Similarity	0.6432	NPC175474
Remote Similarity	0.6415	NPC62749
Remote Similarity	0.6408	NPC477976
Remote Similarity	0.6394	NPC14113
Remote Similarity	0.6394	NPC84827
Remote Similarity	0.6394	NPC15573
Remote Similarity	0.6394	NPC145885
Remote Similarity	0.6394	NPC234987
Remote Similarity	0.6394	NPC217372
Remote Similarity	0.6394	NPC183662
Remote Similarity	0.638	NPC476874
Remote Similarity	0.6372	NPC204303
Remote Similarity	0.6372	NPC473763
Remote Similarity	0.6372	NPC117244
Remote Similarity	0.6368	NPC474791
Remote Similarity	0.6359	NPC57994
Remote Similarity	0.6359	NPC289299
Remote Similarity	0.6351	NPC159125
Remote Similarity	0.6351	NPC163055
Remote Similarity	0.6347	NPC149708
Remote Similarity	0.6338	NPC94752
Remote Similarity	0.6332	NPC200743
Remote Similarity	0.633	NPC11445
Remote Similarity	0.6326	NPC329858
Remote Similarity	0.6321	NPC258480
Remote Similarity	0.6318	NPC293917
Remote Similarity	0.6301	NPC227582
Remote Similarity	0.6291	NPC79062
Remote Similarity	0.6291	NPC472107
Remote Similarity	0.629	NPC81654
Remote Similarity	0.629	NPC249150
Remote Similarity	0.629	NPC195461
Remote Similarity	0.629	NPC313985
Remote Similarity	0.629	NPC79129
Remote Similarity	0.629	NPC49196
Remote Similarity	0.6284	NPC294693
Remote Similarity	0.6284	NPC157828
Remote Similarity	0.6284	NPC195239
Remote Similarity	0.6283	NPC478158
Remote Similarity	0.628	NPC126492
Remote Similarity	0.6273	NPC52557
Remote Similarity	0.6273	NPC474916
Remote Similarity	0.6273	NPC50503
Remote Similarity	0.6262	NPC315555
Remote Similarity	0.6262	NPC66210
Remote Similarity	0.6256	NPC469896
Remote Similarity	0.6256	NPC91179
Remote Similarity	0.6256	NPC245916
Remote Similarity	0.6256	NPC472116
Remote Similarity	0.625	NPC206967
Remote Similarity	0.625	NPC314333
Remote Similarity	0.625	NPC473376
Remote Similarity	0.6244	NPC228835
Remote Similarity	0.6238	NPC293472
Remote Similarity	0.6238	NPC129721
Remote Similarity	0.6226	NPC71037
Remote Similarity	0.6225	NPC194881
Remote Similarity	0.6222	NPC18661
Remote Similarity	0.6219	NPC207726
Remote Similarity	0.6216	NPC252338
Remote Similarity	0.6215	NPC280290
Remote Similarity	0.6214	NPC49954
Remote Similarity	0.6214	NPC160105
Remote Similarity	0.6214	NPC474561
Remote Similarity	0.621	NPC181502
Remote Similarity	0.621	NPC85066
Remote Similarity	0.6208	NPC323198
Remote Similarity	0.6204	NPC63199
Remote Similarity	0.6204	NPC196251
Remote Similarity	0.6204	NPC213629
Remote Similarity	0.6204	NPC255909
Remote Similarity	0.6204	NPC111602
Remote Similarity	0.6204	NPC102338
Remote Similarity	0.6201	NPC75634
Remote Similarity	0.6197	NPC472104
Remote Similarity	0.6195	NPC323927
Remote Similarity	0.6195	NPC271797
Remote Similarity	0.6195	NPC21174
Remote Similarity	0.6195	NPC194640
Remote Similarity	0.6193	NPC472292
Remote Similarity	0.6193	NPC55493
Remote Similarity	0.6192	NPC315062
Remote Similarity	0.619	NPC472122
Remote Similarity	0.619	NPC24594
Remote Similarity	0.6188	NPC285469
Remote Similarity	0.6186	NPC32002
Remote Similarity	0.6186	NPC315348
Remote Similarity	0.6184	NPC63751
Remote Similarity	0.6184	NPC201700
Remote Similarity	0.6183	NPC316411
Remote Similarity	0.6182	NPC472293
Remote Similarity	0.6171	NPC241024
Remote Similarity	0.6169	NPC469760
Remote Similarity	0.6169	NPC469765
Remote Similarity	0.6169	NPC469763
Remote Similarity	0.6169	NPC25008
Remote Similarity	0.6169	NPC73952
Remote Similarity	0.6169	NPC259644
Remote Similarity	0.6169	NPC469786
Remote Similarity	0.6164	NPC472210
Remote Similarity	0.6164	NPC269886
Remote Similarity	0.6164	NPC472295
Remote Similarity	0.6164	NPC247735
Remote Similarity	0.6164	NPC81802
Remote Similarity	0.6161	NPC57398
Remote Similarity	0.6161	NPC326575
Remote Similarity	0.6161	NPC476073
Remote Similarity	0.6157	NPC278434
Remote Similarity	0.6154	NPC262898
Remote Similarity	0.6154	NPC91895
Remote Similarity	0.6147	NPC478157
Remote Similarity	0.614	NPC469743
Remote Similarity	0.614	NPC284102
Remote Similarity	0.614	NPC282103
Remote Similarity	0.6139	NPC70922
Remote Similarity	0.6139	NPC212376
Remote Similarity	0.6139	NPC211572
Remote Similarity	0.6139	NPC80597
Remote Similarity	0.6139	NPC75540
Remote Similarity	0.6137	NPC281049
Remote Similarity	0.6132	NPC133261
Remote Similarity	0.6127	NPC477591
Remote Similarity	0.6127	NPC67056
Remote Similarity	0.6126	NPC67288
Remote Similarity	0.6126	NPC131887
Remote Similarity	0.6125	NPC267853
Remote Similarity	0.6124	NPC158129
Remote Similarity	0.6124	NPC6982
Remote Similarity	0.6123	NPC54420
Remote Similarity	0.6117	NPC476118
Remote Similarity	0.6114	NPC234999
Remote Similarity	0.6114	NPC288785
Remote Similarity	0.6114	NPC84347
Remote Similarity	0.6109	NPC179701
Remote Similarity	0.6103	NPC104483
Remote Similarity	0.6103	NPC187827
Remote Similarity	0.6103	NPC472105
Remote Similarity	0.61	NPC244897
Remote Similarity	0.6099	NPC74413
Remote Similarity	0.6099	NPC472296
Remote Similarity	0.6099	NPC472297
Remote Similarity	0.6098	NPC81229
Remote Similarity	0.6098	NPC255229
Remote Similarity	0.6096	NPC258062
Remote Similarity	0.6096	NPC127677
Remote Similarity	0.6095	NPC97525
Remote Similarity	0.6095	NPC314603
Remote Similarity	0.6093	NPC472294
Remote Similarity	0.6089	NPC162730
Remote Similarity	0.6089	NPC193761
Remote Similarity	0.6085	NPC59269
Remote Similarity	0.6083	NPC17059
Remote Similarity	0.6079	NPC277350
Remote Similarity	0.6078	NPC477887
Remote Similarity	0.6078	NPC474412
Remote Similarity	0.6078	NPC469762
Remote Similarity	0.6075	NPC302191
Remote Similarity	0.6075	NPC192270
Remote Similarity	0.6071	NPC214428
Remote Similarity	0.607	NPC162860
Remote Similarity	0.607	NPC271862
Remote Similarity	0.6068	NPC282231
Remote Similarity	0.6068	NPC16667
Remote Similarity	0.6067	NPC192712
Remote Similarity	0.6065	NPC62510
Remote Similarity	0.6063	NPC19692
Remote Similarity	0.6063	NPC220151
Remote Similarity	0.6062	NPC98715
Remote Similarity	0.6061	NPC207020

Drug Structure

NPD4346 OpenBabel08211705262D 30 33 0 0 1 0 0 0 0 0999 V2000 -1.0467 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.1119 0.9264 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.1075 -0.7309 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.3596 2.9951 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.0687 0.9239 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.0643 -0.7335 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5305 3.4729 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.1964 1.5296 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 3.0047 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8478 1.5362 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6744 0.1016 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.6312 0.0990 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.3596 2.0161 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 4.5450 0.0939 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8478 2.5152 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6893 2.9941 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8478 2.5152 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 1.0467 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.7677 2.3109 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5184 1.5374 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8478 1.5362 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.5018 0.0914 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 -1.7543 3.0385 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 1.6769 1.0585 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 5.7300 2.2067 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 4.3767 3.1963 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -1.0467 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.0467 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 4.9481 3.9776 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 29 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 1 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 16 1 0 0 0 0 8 19 1 0 0 0 0 9 15 2 0 0 0 0 9 17 1 0 0 0 0 10 15 1 0 0 0 0 10 18 2 0 0 0 0 11 12 1 0 0 0 0 11 24 1 0 0 0 0 13 8 1 6 0 0 0 13 20 1 0 0 0 0 14 22 1 0 0 0 0 15 23 1 0 0 0 0 16 17 1 0 0 0 0 16 20 2 0 0 0 0 17 21 2 0 0 0 0 18 21 1 0 0 0 0 18 29 1 0 0 0 0 19 25 2 0 0 0 0 19 26 1 0 0 0 0 20 24 1 0 0 0 0 21 24 1 0 0 0 0 26 30 1 0 0 0 0 27 29 2 0 0 0 0 28 29 2 0 0 0 0 M END $$$$

External Identifiers

TTD	DCL000565; DPR000067; DNC007125
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	9867642; 11948701
ChEBI
CAS Number

Drug Properties

Molecular Weight	435.07
ALogP	0.7328
MLogP	2.89
XLogP	3.995
HDA	5
HBD	1
Rotatable Bonds	9
TPSA	84.75
RO5 Violation	0