NPASS drugs

Drug Information

Drug ID:	NPD5823
Drug Name:	Ezetimibe
Molecular Formula:	C24H21F2NO3
Canonical SMILES:	Oc1ccc(cc1)[C@@H]1[C@@H](CC[C@@H](c2ccc(cc2)F)O)C(=O)N1c1ccc(cc1)F
Standard InCHI:	InChI=1S/C24H21F2NO3/c25-17-5-1-15(2-6-17)22(29)14-13-21-23(16-3-11-20(28)12-4-16)27(24(21)30)19-9-7-18(26)8-10-19/h1-12,21-23,28-29H,13-14H2/t21-,22+,23-/m1/s1
Standard InCHIKey:	OLNTVTPDXPETLC-XPWALMASSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	TTD; ChEMBL; IUPHAR/BPS

Structural Similarity Between NPASS Natural Products and NPD5823

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	201
0.1-0.2	1031
0.2-0.3	4209
0.3-0.4	8411
0.4-0.5	8618
0.5-0.6	7648
0.6-0.7	754
0.7-0.8	18
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	0.7576	NPC144691
Intermediate Similarity	0.7421	NPC473360
Intermediate Similarity	0.7384	NPC133470
Intermediate Similarity	0.7384	NPC191863
Intermediate Similarity	0.7384	NPC289776
Intermediate Similarity	0.7346	NPC150712
Intermediate Similarity	0.7273	NPC469915
Intermediate Similarity	0.717	NPC120251
Intermediate Similarity	0.7143	NPC204867
Intermediate Similarity	0.7125	NPC257390
Intermediate Similarity	0.7088	NPC298320
Intermediate Similarity	0.7086	NPC199737
Intermediate Similarity	0.7083	NPC146370
Intermediate Similarity	0.7033	NPC474815
Intermediate Similarity	0.703	NPC204156
Intermediate Similarity	0.7006	NPC299582
Intermediate Similarity	0.7006	NPC308197
Intermediate Similarity	0.7	NPC242000
Remote Similarity	0.6995	NPC39822
Remote Similarity	0.6989	NPC472117
Remote Similarity	0.6979	NPC17677
Remote Similarity	0.6927	NPC33507
Remote Similarity	0.6923	NPC129624
Remote Similarity	0.6902	NPC271792
Remote Similarity	0.6899	NPC307020
Remote Similarity	0.6895	NPC473004
Remote Similarity	0.6895	NPC471448
Remote Similarity	0.689	NPC9687
Remote Similarity	0.689	NPC474855
Remote Similarity	0.689	NPC151706
Remote Similarity	0.689	NPC79465
Remote Similarity	0.689	NPC474787
Remote Similarity	0.689	NPC260045
Remote Similarity	0.689	NPC293377
Remote Similarity	0.689	NPC49577
Remote Similarity	0.689	NPC273907
Remote Similarity	0.689	NPC474811
Remote Similarity	0.689	NPC76785
Remote Similarity	0.689	NPC118099
Remote Similarity	0.689	NPC90194
Remote Similarity	0.689	NPC475318
Remote Similarity	0.689	NPC476102
Remote Similarity	0.689	NPC475598
Remote Similarity	0.6868	NPC279871
Remote Similarity	0.6856	NPC5374
Remote Similarity	0.6851	NPC112336
Remote Similarity	0.6851	NPC474814
Remote Similarity	0.6834	NPC100573
Remote Similarity	0.6834	NPC207873
Remote Similarity	0.6824	NPC16188
Remote Similarity	0.6824	NPC125852
Remote Similarity	0.6813	NPC477185
Remote Similarity	0.6811	NPC166169
Remote Similarity	0.6806	NPC114039
Remote Similarity	0.6806	NPC206109
Remote Similarity	0.6804	NPC71124
Remote Similarity	0.6804	NPC100863
Remote Similarity	0.6798	NPC472101
Remote Similarity	0.6798	NPC472120
Remote Similarity	0.6793	NPC477187
Remote Similarity	0.6791	NPC294951
Remote Similarity	0.6789	NPC474059
Remote Similarity	0.6786	NPC251439
Remote Similarity	0.6786	NPC471489
Remote Similarity	0.6776	NPC155506
Remote Similarity	0.6776	NPC159767
Remote Similarity	0.6776	NPC476227
Remote Similarity	0.6771	NPC471825
Remote Similarity	0.677	NPC305717
Remote Similarity	0.6763	NPC233702
Remote Similarity	0.6758	NPC89831
Remote Similarity	0.6757	NPC269750
Remote Similarity	0.6757	NPC194671
Remote Similarity	0.6755	NPC473007
Remote Similarity	0.6754	NPC203628
Remote Similarity	0.6744	NPC254798
Remote Similarity	0.6742	NPC472102
Remote Similarity	0.6742	NPC309531
Remote Similarity	0.6735	NPC67904
Remote Similarity	0.6722	NPC472106
Remote Similarity	0.6721	NPC307640
Remote Similarity	0.672	NPC262725
Remote Similarity	0.6707	NPC313694
Remote Similarity	0.6707	NPC242159
Remote Similarity	0.6702	NPC302235
Remote Similarity	0.67	NPC198160
Remote Similarity	0.6686	NPC9373
Remote Similarity	0.6685	NPC136797
Remote Similarity	0.6684	NPC470485
Remote Similarity	0.6683	NPC268077
Remote Similarity	0.6667	NPC292143
Remote Similarity	0.6667	NPC1820
Remote Similarity	0.6667	NPC230611
Remote Similarity	0.6667	NPC139506
Remote Similarity	0.6649	NPC230313
Remote Similarity	0.6648	NPC476268
Remote Similarity	0.6648	NPC315368
Remote Similarity	0.6647	NPC212799
Remote Similarity	0.6635	NPC214142
Remote Similarity	0.6633	NPC207971
Remote Similarity	0.6633	NPC102008
Remote Similarity	0.663	NPC73280
Remote Similarity	0.663	NPC306804
Remote Similarity	0.663	NPC137627
Remote Similarity	0.6629	NPC202198
Remote Similarity	0.6627	NPC266425
Remote Similarity	0.6618	NPC470482
Remote Similarity	0.6618	NPC470481
Remote Similarity	0.6615	NPC473008
Remote Similarity	0.6615	NPC473569
Remote Similarity	0.6615	NPC5630
Remote Similarity	0.6615	NPC473305
Remote Similarity	0.6615	NPC303214
Remote Similarity	0.6615	NPC170333
Remote Similarity	0.6615	NPC163961
Remote Similarity	0.6613	NPC256935
Remote Similarity	0.6612	NPC40234
Remote Similarity	0.6609	NPC473491
Remote Similarity	0.6604	NPC261251
Remote Similarity	0.66	NPC87714
Remote Similarity	0.6598	NPC254957
Remote Similarity	0.6595	NPC473402
Remote Similarity	0.6593	NPC472115
Remote Similarity	0.6593	NPC294516
Remote Similarity	0.6593	NPC107938
Remote Similarity	0.6593	NPC472114
Remote Similarity	0.6585	NPC217903
Remote Similarity	0.6583	NPC1464
Remote Similarity	0.6583	NPC15987
Remote Similarity	0.658	NPC470483
Remote Similarity	0.6578	NPC119652
Remote Similarity	0.6578	NPC97526
Remote Similarity	0.6576	NPC469671
Remote Similarity	0.6576	NPC126676
Remote Similarity	0.6573	NPC29285
Remote Similarity	0.6573	NPC100547
Remote Similarity	0.6568	NPC238412
Remote Similarity	0.6566	NPC138830
Remote Similarity	0.6566	NPC127178
Remote Similarity	0.6564	NPC218323
Remote Similarity	0.6564	NPC243626
Remote Similarity	0.6557	NPC24370
Remote Similarity	0.6557	NPC319232
Remote Similarity	0.6556	NPC93653
Remote Similarity	0.6552	NPC477160
Remote Similarity	0.655	NPC41216
Remote Similarity	0.6548	NPC193906
Remote Similarity	0.6548	NPC23080
Remote Similarity	0.6548	NPC109580
Remote Similarity	0.6546	NPC204970
Remote Similarity	0.6545	NPC33902
Remote Similarity	0.6545	NPC314098
Remote Similarity	0.6545	NPC150308
Remote Similarity	0.6545	NPC276674
Remote Similarity	0.6542	NPC322135
Remote Similarity	0.6542	NPC95240
Remote Similarity	0.6542	NPC223409
Remote Similarity	0.6541	NPC96901
Remote Similarity	0.6537	NPC116178
Remote Similarity	0.6537	NPC10732
Remote Similarity	0.6536	NPC113946
Remote Similarity	0.6533	NPC232600
Remote Similarity	0.6529	NPC476989
Remote Similarity	0.6529	NPC315051
Remote Similarity	0.6526	NPC471050
Remote Similarity	0.6526	NPC471049
Remote Similarity	0.6526	NPC304307
Remote Similarity	0.6526	NPC118559
Remote Similarity	0.6526	NPC471048
Remote Similarity	0.6526	NPC124920
Remote Similarity	0.6526	NPC34580
Remote Similarity	0.6524	NPC17374
Remote Similarity	0.6524	NPC99724
Remote Similarity	0.6517	NPC133156
Remote Similarity	0.6517	NPC14339
Remote Similarity	0.6512	NPC14288
Remote Similarity	0.6508	NPC73555
Remote Similarity	0.6505	NPC26108
Remote Similarity	0.6505	NPC321166
Remote Similarity	0.6505	NPC158277
Remote Similarity	0.6503	NPC141957
Remote Similarity	0.6503	NPC328649
Remote Similarity	0.6502	NPC90185
Remote Similarity	0.65	NPC103250
Remote Similarity	0.65	NPC311357
Remote Similarity	0.65	NPC471122
Remote Similarity	0.6493	NPC148124
Remote Similarity	0.6489	NPC45037
Remote Similarity	0.6485	NPC477161
Remote Similarity	0.6484	NPC313757
Remote Similarity	0.6481	NPC321592
Remote Similarity	0.6481	NPC285394
Remote Similarity	0.6481	NPC54803
Remote Similarity	0.6477	NPC477186
Remote Similarity	0.6468	NPC473460
Remote Similarity	0.6467	NPC280022
Remote Similarity	0.6467	NPC208757
Remote Similarity	0.6467	NPC244866
Remote Similarity	0.6465	NPC265642
Remote Similarity	0.6465	NPC132874

Drug Structure

NPD5823 OpenBabel08211708292D 32 35 0 0 1 0 0 0 0 0999 V2000 3.8284 -2.8284 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.1554 -2.3801 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.4483 -1.6730 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.6730 -0.4483 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.5696 -3.7944 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.8966 -3.3461 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.1554 3.3801 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.3801 2.1554 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.4483 2.6730 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.6730 1.4483 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.1554 -2.3801 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.3801 -1.1554 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7071 -0.7071 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.6730 -0.4483 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.1213 -2.1213 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.7071 -0.7071 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.6037 -4.0532 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.1213 3.1213 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.7071 1.7071 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.1213 -2.1213 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.0000 0.0000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 3.3801 -1.1554 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -0.0000 -0.0000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 1.0000 1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.3449 -5.0191 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 -2.8284 3.8284 0.0000 F 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 -2.8284 -2.8284 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 4.3461 -0.8966 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.7071 1.7071 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -3.7944 -2.5696 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 5.0532 -1.6037 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 5 1 0 0 0 0 1 15 2 0 0 0 0 2 6 2 0 0 0 0 2 15 1 0 0 0 0 3 11 1 0 0 0 0 3 16 2 0 0 0 0 4 12 2 0 0 0 0 4 16 1 0 0 0 0 5 17 2 0 0 0 0 6 17 1 0 0 0 0 7 9 1 0 0 0 0 7 18 2 0 0 0 0 8 10 2 0 0 0 0 8 18 1 0 0 0 0 9 19 2 0 0 0 0 10 19 1 0 0 0 0 11 20 2 0 0 0 0 12 20 1 0 0 0 0 13 14 1 0 0 0 0 15 22 1 0 0 0 0 17 25 1 0 0 0 0 18 26 1 0 0 0 0 19 27 1 0 0 0 0 20 28 1 0 0 0 0 21 13 1 6 0 0 0 21 23 1 0 0 0 0 21 24 1 0 0 0 0 22 14 1 6 0 0 0 22 29 1 0 0 0 0 23 16 1 1 0 0 0 23 27 1 0 0 0 0 24 27 1 0 0 0 0 24 30 2 0 0 0 0 28 31 1 0 0 0 0 29 32 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DAP000717
DrugBank	DB00973
ChEMBL	CHEMBL1138
IUPHAR/BPS	6816
PharmaGKB	PA10816
KEGG Drug	D01966
PubChem CID	150311
ChEBI	49040
CAS Number	163222-33-1

Drug Properties

Molecular Weight	409.15
ALogP	-0.8739
MLogP	3.44
XLogP	5.26
HDA	3
HBD	2
Rotatable Bonds	10
TPSA	60.77
RO5 Violation	1