NPASS drugs

Drug Information

Drug ID:	NPD3274
Drug Name:	Arhalofenate
Molecular Formula:	C19H17ClF3NO4
Canonical SMILES:	O=C([C@@H](c1ccc(cc1)Cl)Oc1cccc(c1)C(F)(F)F)OCCN=C(O)C
Standard InCHI:	InChI=1S/C19H17ClF3NO4/c1-12(25)24-9-10-27-18(26)17(13-5-7-15(20)8-6-13)28-16-4-2-3-14(11-16)19(21,22)23/h2-8,11,17H,9-10H2,1H3,(H,24,25)/t17-/m1/s1
Standard InCHIKey:	BJBCSGQLZQGGIQ-QGZVFWFLSA-N
Max Developmental Stage:	Phase 2
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD3274

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	120
0.1-0.2	985
0.2-0.3	3048
0.3-0.4	9430
0.4-0.5	3821
0.5-0.6	9880
0.6-0.7	3580
0.7-0.8	26
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	0.7679	NPC269383
Intermediate Similarity	0.7679	NPC151030
Intermediate Similarity	0.7516	NPC470392
Intermediate Similarity	0.7485	NPC49315
Intermediate Similarity	0.7471	NPC134413
Intermediate Similarity	0.7471	NPC271958
Intermediate Similarity	0.7471	NPC263507
Intermediate Similarity	0.7471	NPC45112
Intermediate Similarity	0.7453	NPC132771
Intermediate Similarity	0.7349	NPC56635
Intermediate Similarity	0.7296	NPC86087
Intermediate Similarity	0.7288	NPC86678
Intermediate Similarity	0.7246	NPC207675
Intermediate Similarity	0.7246	NPC212699
Intermediate Similarity	0.7241	NPC227778
Intermediate Similarity	0.7161	NPC241354
Intermediate Similarity	0.716	NPC182475
Intermediate Similarity	0.7152	NPC90577
Intermediate Similarity	0.7108	NPC182119
Intermediate Similarity	0.7081	NPC284409
Intermediate Similarity	0.7075	NPC51345
Intermediate Similarity	0.707	NPC11173
Intermediate Similarity	0.7063	NPC471316
Intermediate Similarity	0.7037	NPC289690
Intermediate Similarity	0.7037	NPC288452
Intermediate Similarity	0.7025	NPC273984
Remote Similarity	0.6993	NPC473942
Remote Similarity	0.6993	NPC320287
Remote Similarity	0.6981	NPC282477
Remote Similarity	0.6981	NPC284855
Remote Similarity	0.697	NPC160378
Remote Similarity	0.697	NPC313414
Remote Similarity	0.6954	NPC263835
Remote Similarity	0.6943	NPC473247
Remote Similarity	0.6923	NPC223807
Remote Similarity	0.6914	NPC299583
Remote Similarity	0.6903	NPC280767
Remote Similarity	0.6899	NPC45191
Remote Similarity	0.6887	NPC264976
Remote Similarity	0.6887	NPC234956
Remote Similarity	0.6887	NPC256369
Remote Similarity	0.6886	NPC277857
Remote Similarity	0.6886	NPC115144
Remote Similarity	0.6883	NPC279379
Remote Similarity	0.6883	NPC255253
Remote Similarity	0.6883	NPC211218
Remote Similarity	0.6879	NPC226661
Remote Similarity	0.6867	NPC473090
Remote Similarity	0.6867	NPC304956
Remote Similarity	0.6864	NPC478189
Remote Similarity	0.6859	NPC301713
Remote Similarity	0.6852	NPC41473
Remote Similarity	0.6852	NPC160607
Remote Similarity	0.6852	NPC14600
Remote Similarity	0.6852	NPC312770
Remote Similarity	0.6852	NPC204848
Remote Similarity	0.6845	NPC153644
Remote Similarity	0.6842	NPC470085
Remote Similarity	0.6842	NPC470086
Remote Similarity	0.6832	NPC300776
Remote Similarity	0.6832	NPC68779
Remote Similarity	0.6832	NPC176814
Remote Similarity	0.6832	NPC5310
Remote Similarity	0.6832	NPC4982
Remote Similarity	0.6826	NPC258671
Remote Similarity	0.6826	NPC53884
Remote Similarity	0.6821	NPC205502
Remote Similarity	0.6821	NPC293424
Remote Similarity	0.6818	NPC471315
Remote Similarity	0.6818	NPC27198
Remote Similarity	0.6818	NPC471314
Remote Similarity	0.6813	NPC66643
Remote Similarity	0.6795	NPC88403
Remote Similarity	0.6792	NPC114102
Remote Similarity	0.679	NPC475029
Remote Similarity	0.679	NPC476018
Remote Similarity	0.6784	NPC300329
Remote Similarity	0.678	NPC196091
Remote Similarity	0.677	NPC155209
Remote Similarity	0.677	NPC168799
Remote Similarity	0.6768	NPC476025
Remote Similarity	0.6768	NPC474943
Remote Similarity	0.6768	NPC475005
Remote Similarity	0.6768	NPC475028
Remote Similarity	0.675	NPC198388
Remote Similarity	0.675	NPC214869
Remote Similarity	0.675	NPC471953
Remote Similarity	0.6748	NPC90431
Remote Similarity	0.6747	NPC253722
Remote Similarity	0.6747	NPC253481
Remote Similarity	0.6747	NPC31751
Remote Similarity	0.6746	NPC299090
Remote Similarity	0.6746	NPC221383
Remote Similarity	0.6746	NPC143892
Remote Similarity	0.6746	NPC283081
Remote Similarity	0.6744	NPC282294
Remote Similarity	0.6733	NPC322358
Remote Similarity	0.6731	NPC62101
Remote Similarity	0.6731	NPC95733
Remote Similarity	0.6731	NPC89630
Remote Similarity	0.673	NPC52029
Remote Similarity	0.673	NPC195749
Remote Similarity	0.673	NPC238309
Remote Similarity	0.673	NPC35961
Remote Similarity	0.6727	NPC475045
Remote Similarity	0.6725	NPC259576
Remote Similarity	0.6725	NPC221091
Remote Similarity	0.6711	NPC159916
Remote Similarity	0.6709	NPC251571
Remote Similarity	0.6709	NPC186898
Remote Similarity	0.6708	NPC61
Remote Similarity	0.6708	NPC5419
Remote Similarity	0.6708	NPC25581
Remote Similarity	0.6708	NPC18074
Remote Similarity	0.6707	NPC28326
Remote Similarity	0.6706	NPC472969
Remote Similarity	0.6706	NPC294972
Remote Similarity	0.6688	NPC257589
Remote Similarity	0.6688	NPC3221
Remote Similarity	0.6688	NPC53305
Remote Similarity	0.6687	NPC100675
Remote Similarity	0.6687	NPC215941
Remote Similarity	0.6687	NPC113295
Remote Similarity	0.6687	NPC311419
Remote Similarity	0.6687	NPC30390
Remote Similarity	0.6687	NPC319282
Remote Similarity	0.6687	NPC475011
Remote Similarity	0.6687	NPC275724
Remote Similarity	0.6687	NPC475044
Remote Similarity	0.6687	NPC244246
Remote Similarity	0.6687	NPC123196
Remote Similarity	0.6687	NPC65935
Remote Similarity	0.6687	NPC475063
Remote Similarity	0.6687	NPC137427
Remote Similarity	0.6667	NPC201419
Remote Similarity	0.6667	NPC110313
Remote Similarity	0.6667	NPC205915
Remote Similarity	0.6667	NPC307006
Remote Similarity	0.6667	NPC212850
Remote Similarity	0.6667	NPC189724
Remote Similarity	0.6667	NPC210674
Remote Similarity	0.6667	NPC98809
Remote Similarity	0.6667	NPC473502
Remote Similarity	0.6667	NPC155838
Remote Similarity	0.6667	NPC476394
Remote Similarity	0.6667	NPC83289
Remote Similarity	0.6667	NPC2596
Remote Similarity	0.6667	NPC129889
Remote Similarity	0.6667	NPC475468
Remote Similarity	0.6667	NPC470887
Remote Similarity	0.6667	NPC234639
Remote Similarity	0.6667	NPC14141
Remote Similarity	0.6667	NPC244876
Remote Similarity	0.6667	NPC328267
Remote Similarity	0.6649	NPC315542
Remote Similarity	0.6648	NPC158900
Remote Similarity	0.6647	NPC178466
Remote Similarity	0.6647	NPC471032
Remote Similarity	0.6647	NPC63628
Remote Similarity	0.6647	NPC470935
Remote Similarity	0.6646	NPC64230
Remote Similarity	0.6646	NPC474476
Remote Similarity	0.6646	NPC84076
Remote Similarity	0.6646	NPC474143
Remote Similarity	0.6646	NPC71638
Remote Similarity	0.6646	NPC318591
Remote Similarity	0.6646	NPC303680
Remote Similarity	0.6646	NPC231163
Remote Similarity	0.6646	NPC120225
Remote Similarity	0.6646	NPC213552
Remote Similarity	0.6646	NPC90128
Remote Similarity	0.6646	NPC92207
Remote Similarity	0.6646	NPC127937
Remote Similarity	0.6646	NPC474246
Remote Similarity	0.6645	NPC194416
Remote Similarity	0.6645	NPC177291
Remote Similarity	0.6628	NPC473091
Remote Similarity	0.6626	NPC477210
Remote Similarity	0.6626	NPC6913
Remote Similarity	0.6626	NPC309744
Remote Similarity	0.6626	NPC6570
Remote Similarity	0.6626	NPC34456
Remote Similarity	0.6626	NPC311339
Remote Similarity	0.6626	NPC471110
Remote Similarity	0.6624	NPC111088
Remote Similarity	0.6623	NPC476183
Remote Similarity	0.6623	NPC160120
Remote Similarity	0.6623	NPC471308
Remote Similarity	0.6623	NPC289330
Remote Similarity	0.6623	NPC303370
Remote Similarity	0.6623	NPC17388
Remote Similarity	0.6623	NPC474874
Remote Similarity	0.6623	NPC53596
Remote Similarity	0.6607	NPC242756
Remote Similarity	0.6605	NPC105541
Remote Similarity	0.6605	NPC169766
Remote Similarity	0.6604	NPC123228
Remote Similarity	0.6604	NPC123722
Remote Similarity	0.6604	NPC276466
Remote Similarity	0.6604	NPC151167

Drug Structure

NPD3274 OpenBabel08211703112D 29 30 0 0 1 0 0 0 0 0999 V2000 -3.4641 4.0000 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 1.7321 1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 1.0000 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 -3.4641 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 -2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.3301 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.3301 1.5000 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 0.8660 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 -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 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 0.0000 0.0000 C 0 0 2 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 2.5981 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.1962 -2.0000 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 3.5981 -0.5000 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 3.0981 0.3660 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 -1.5000 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 -4.3301 2.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 2.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 1.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 1.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 -0.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 3.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 12 1 0 0 0 0 2 3 2 0 0 0 0 2 4 1 0 0 0 0 3 14 1 0 0 0 0 4 16 2 0 0 0 0 5 7 1 0 0 0 0 5 13 2 0 0 0 0 6 8 2 0 0 0 0 6 13 1 0 0 0 0 7 15 2 0 0 0 0 8 15 1 0 0 0 0 9 10 1 0 0 0 0 9 24 1 0 0 0 0 10 27 1 0 0 0 0 11 14 2 0 0 0 0 11 16 1 0 0 0 0 12 24 2 3 0 0 0 12 25 1 0 0 0 0 13 17 1 0 0 0 0 14 19 1 0 0 0 0 15 20 1 0 0 0 0 16 28 1 0 0 0 0 17 18 1 6 0 0 0 17 28 1 0 0 0 0 18 26 2 0 0 0 0 18 27 1 0 0 0 0 19 21 1 0 0 0 0 19 22 1 0 0 0 0 19 23 1 0 0 0 0 25 29 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DNCL001693
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	12082259
ChEBI
CAS Number

Drug Properties

Molecular Weight	415.08
ALogP	1.1674
MLogP	2.56
XLogP	5.561
HDA	4
HBD	1
Rotatable Bonds	15
TPSA	68.12
RO5 Violation	1