NPASS drugs

Drug Information

Drug ID:	NPD5588
Drug Name:	Empagliflozin
Molecular Formula:	C23H27ClO7
Canonical SMILES:	OC[C@H]1O[C@@H](c2ccc(c(c2)Cc2ccc(cc2)O[C@@H]2COCC2)Cl)[C@@H]([C@H]([C@@H]1O)O)O
Standard InCHI:	InChI=1S/C23H27ClO7/c24-18-6-3-14(23-22(28)21(27)20(26)19(11-25)31-23)10-15(18)9-13-1-4-16(5-2-13)30-17-7-8-29-12-17/h1-6,10,17,19-23,25-28H,7-9,11-12H2/t17-,19+,20+,21-,22+,23-/m0/s1
Standard InCHIKey:	OBWASQILIWPZMG-QZMOQZSNSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	TTD; ChEMBL; IUPHAR/BPS

Structural Similarity Between NPASS Natural Products and NPD5588

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	285
0.1-0.2	1097
0.2-0.3	2777
0.3-0.4	7828
0.4-0.5	5788
0.5-0.6	4575
0.6-0.7	7173
0.7-0.8	1356
0.8-0.85	11
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	0.8201	NPC103799
Intermediate Similarity	0.8156	NPC117048
Intermediate Similarity	0.8156	NPC124085
Intermediate Similarity	0.8085	NPC85435
Intermediate Similarity	0.8056	NPC475836
Intermediate Similarity	0.8042	NPC262585
Intermediate Similarity	0.8042	NPC3049
Intermediate Similarity	0.8042	NPC20829
Intermediate Similarity	0.8042	NPC18189
Intermediate Similarity	0.8029	NPC81641
Intermediate Similarity	0.8014	NPC230219
Intermediate Similarity	0.7986	NPC72529
Intermediate Similarity	0.7986	NPC474687
Intermediate Similarity	0.7986	NPC274717
Intermediate Similarity	0.7972	NPC79957
Intermediate Similarity	0.7958	NPC26394
Intermediate Similarity	0.7955	NPC301651
Intermediate Similarity	0.7955	NPC473556
Intermediate Similarity	0.7943	NPC164574
Intermediate Similarity	0.7943	NPC228369
Intermediate Similarity	0.7943	NPC300875
Intermediate Similarity	0.7943	NPC118114
Intermediate Similarity	0.7943	NPC207892
Intermediate Similarity	0.7943	NPC476166
Intermediate Similarity	0.7943	NPC129784
Intermediate Similarity	0.7943	NPC196765
Intermediate Similarity	0.7943	NPC236014
Intermediate Similarity	0.7943	NPC17343
Intermediate Similarity	0.7943	NPC129106
Intermediate Similarity	0.7943	NPC12875
Intermediate Similarity	0.7943	NPC162801
Intermediate Similarity	0.7943	NPC280653
Intermediate Similarity	0.7943	NPC268917
Intermediate Similarity	0.7943	NPC206224
Intermediate Similarity	0.7943	NPC150011
Intermediate Similarity	0.7929	NPC5851
Intermediate Similarity	0.7929	NPC86030
Intermediate Similarity	0.7917	NPC209985
Intermediate Similarity	0.7917	NPC177160
Intermediate Similarity	0.7917	NPC54743
Intermediate Similarity	0.7917	NPC477939
Intermediate Similarity	0.7917	NPC263367
Intermediate Similarity	0.7917	NPC156502
Intermediate Similarity	0.7917	NPC29799
Intermediate Similarity	0.7917	NPC10737
Intermediate Similarity	0.7899	NPC278552
Intermediate Similarity	0.7899	NPC207179
Intermediate Similarity	0.7899	NPC167571
Intermediate Similarity	0.7887	NPC13005
Intermediate Similarity	0.7872	NPC470225
Intermediate Similarity	0.7872	NPC27187
Intermediate Similarity	0.7857	NPC222572
Intermediate Similarity	0.7857	NPC87224
Intermediate Similarity	0.7857	NPC245826
Intermediate Similarity	0.7857	NPC470084
Intermediate Similarity	0.7857	NPC474178
Intermediate Similarity	0.7857	NPC252307
Intermediate Similarity	0.7842	NPC276212
Intermediate Similarity	0.7842	NPC206882
Intermediate Similarity	0.7832	NPC263064
Intermediate Similarity	0.7832	NPC92805
Intermediate Similarity	0.7826	NPC114901
Intermediate Similarity	0.7826	NPC94276
Intermediate Similarity	0.7826	NPC109822
Intermediate Similarity	0.7826	NPC293701
Intermediate Similarity	0.7826	NPC48990
Intermediate Similarity	0.7826	NPC287429
Intermediate Similarity	0.7817	NPC181497
Intermediate Similarity	0.7817	NPC271945
Intermediate Similarity	0.781	NPC150026
Intermediate Similarity	0.781	NPC71090
Intermediate Similarity	0.7801	NPC475875
Intermediate Similarity	0.7794	NPC469412
Intermediate Similarity	0.7794	NPC198734
Intermediate Similarity	0.7793	NPC470802
Intermediate Similarity	0.7786	NPC111247
Intermediate Similarity	0.7786	NPC118787
Intermediate Similarity	0.7786	NPC41706
Intermediate Similarity	0.7786	NPC319625
Intermediate Similarity	0.7786	NPC163332
Intermediate Similarity	0.7786	NPC147821
Intermediate Similarity	0.7786	NPC183181
Intermediate Similarity	0.7786	NPC292056
Intermediate Similarity	0.7785	NPC217635
Intermediate Similarity	0.7785	NPC79429
Intermediate Similarity	0.7785	NPC471667
Intermediate Similarity	0.7778	NPC223008
Intermediate Similarity	0.7778	NPC198154
Intermediate Similarity	0.7778	NPC16485
Intermediate Similarity	0.7778	NPC193026
Intermediate Similarity	0.7778	NPC476411
Intermediate Similarity	0.7778	NPC296915
Intermediate Similarity	0.7778	NPC115335
Intermediate Similarity	0.7778	NPC187616
Intermediate Similarity	0.7778	NPC97834
Intermediate Similarity	0.7778	NPC225696
Intermediate Similarity	0.7778	NPC49603
Intermediate Similarity	0.777	NPC17809
Intermediate Similarity	0.777	NPC103420
Intermediate Similarity	0.777	NPC102540
Intermediate Similarity	0.777	NPC188022
Intermediate Similarity	0.777	NPC285040
Intermediate Similarity	0.7762	NPC18842
Intermediate Similarity	0.7755	NPC55793
Intermediate Similarity	0.7746	NPC64201
Intermediate Similarity	0.7746	NPC153739
Intermediate Similarity	0.7746	NPC77040
Intermediate Similarity	0.7746	NPC145305
Intermediate Similarity	0.7746	NPC187998
Intermediate Similarity	0.7746	NPC257582
Intermediate Similarity	0.7746	NPC42300
Intermediate Similarity	0.7746	NPC92164
Intermediate Similarity	0.7746	NPC241522
Intermediate Similarity	0.7746	NPC242807
Intermediate Similarity	0.7746	NPC174495
Intermediate Similarity	0.774	NPC477938
Intermediate Similarity	0.7733	NPC476301
Intermediate Similarity	0.7733	NPC43508
Intermediate Similarity	0.773	NPC38664
Intermediate Similarity	0.773	NPC47283
Intermediate Similarity	0.773	NPC39064
Intermediate Similarity	0.773	NPC53986
Intermediate Similarity	0.7724	NPC473413
Intermediate Similarity	0.7724	NPC61946
Intermediate Similarity	0.7724	NPC164787
Intermediate Similarity	0.7724	NPC93783
Intermediate Similarity	0.7721	NPC469708
Intermediate Similarity	0.7721	NPC60589
Intermediate Similarity	0.7714	NPC262573
Intermediate Similarity	0.7714	NPC471215
Intermediate Similarity	0.7714	NPC58607
Intermediate Similarity	0.7714	NPC178284
Intermediate Similarity	0.7714	NPC191037
Intermediate Similarity	0.7708	NPC215037
Intermediate Similarity	0.7703	NPC277331
Intermediate Similarity	0.7703	NPC471414
Intermediate Similarity	0.7703	NPC108674
Intermediate Similarity	0.7703	NPC87725
Intermediate Similarity	0.7703	NPC100482
Intermediate Similarity	0.7703	NPC263261
Intermediate Similarity	0.7698	NPC86502
Intermediate Similarity	0.7698	NPC246648
Intermediate Similarity	0.7698	NPC106914
Intermediate Similarity	0.7698	NPC197351
Intermediate Similarity	0.7698	NPC294156
Intermediate Similarity	0.7698	NPC134195
Intermediate Similarity	0.7698	NPC256015
Intermediate Similarity	0.7692	NPC277804
Intermediate Similarity	0.7692	NPC474272
Intermediate Similarity	0.7681	NPC476142
Intermediate Similarity	0.7676	NPC218856
Intermediate Similarity	0.7676	NPC190629
Intermediate Similarity	0.7676	NPC202582
Intermediate Similarity	0.7676	NPC470258
Intermediate Similarity	0.7676	NPC93962
Intermediate Similarity	0.7676	NPC3439
Intermediate Similarity	0.7676	NPC210623
Intermediate Similarity	0.7676	NPC285339
Intermediate Similarity	0.7676	NPC226788
Intermediate Similarity	0.7676	NPC273295
Intermediate Similarity	0.7676	NPC222004
Intermediate Similarity	0.7671	NPC269091
Intermediate Similarity	0.7671	NPC302701
Intermediate Similarity	0.7671	NPC16435
Intermediate Similarity	0.7671	NPC306441
Intermediate Similarity	0.7671	NPC77861
Intermediate Similarity	0.7667	NPC12641
Intermediate Similarity	0.7667	NPC45257
Intermediate Similarity	0.7667	NPC93323
Intermediate Similarity	0.7667	NPC280092
Intermediate Similarity	0.7664	NPC269242
Intermediate Similarity	0.766	NPC474119
Intermediate Similarity	0.766	NPC98745
Intermediate Similarity	0.7655	NPC184269
Intermediate Similarity	0.7655	NPC187194
Intermediate Similarity	0.7655	NPC170694
Intermediate Similarity	0.7655	NPC478085
Intermediate Similarity	0.7652	NPC42911
Intermediate Similarity	0.7652	NPC153795
Intermediate Similarity	0.7652	NPC290353
Intermediate Similarity	0.7651	NPC472353
Intermediate Similarity	0.7651	NPC476356
Intermediate Similarity	0.7651	NPC253878
Intermediate Similarity	0.7651	NPC246947
Intermediate Similarity	0.7643	NPC194519
Intermediate Similarity	0.7639	NPC61477
Intermediate Similarity	0.7639	NPC253105
Intermediate Similarity	0.7639	NPC470752
Intermediate Similarity	0.7639	NPC15658
Intermediate Similarity	0.7639	NPC261619
Intermediate Similarity	0.7639	NPC78770
Intermediate Similarity	0.7639	NPC185604
Intermediate Similarity	0.7639	NPC219876
Intermediate Similarity	0.7639	NPC126029
Intermediate Similarity	0.7639	NPC201587
Intermediate Similarity	0.7635	NPC184797
Intermediate Similarity	0.7635	NPC309124
Intermediate Similarity	0.7632	NPC15956
Intermediate Similarity	0.7632	NPC193473
Intermediate Similarity	0.7632	NPC275284

Drug Structure

NPD5588 OpenBabel08211708292D 35 38 0 0 1 0 0 0 0 0999 V2000 2.5981 3.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 2.0000 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 1.5000 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 5.1391 -0.0878 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.8301 -1.0388 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 3.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 2.0000 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 3.5211 -0.0878 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 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 3.0000 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 1 0 0 0 0 0 0 0 0 0 -0.8660 3.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -1.0000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -0.8660 -1.5000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -1.7321 -1.0000 0.0000 C 0 0 1 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 -0.8660 0.5000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -0.8660 4.5000 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 -2.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 -2.5000 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 -2.5981 0.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.8301 -1.0388 0.0000 O 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 -0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -3.0000 0.0000 H 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 -2.5981 -2.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 -0.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 4 1 0 0 0 0 1 13 2 0 0 0 0 2 5 2 0 0 0 0 2 13 1 0 0 0 0 3 6 2 0 0 0 0 3 14 1 0 0 0 0 4 16 2 0 0 0 0 5 16 1 0 0 0 0 6 18 1 0 0 0 0 7 8 1 0 0 0 0 7 17 1 0 0 0 0 8 29 1 0 0 0 0 9 13 1 0 0 0 0 9 15 1 0 0 0 0 10 14 2 0 0 0 0 10 15 1 0 0 0 0 11 25 1 0 0 0 0 12 17 1 0 0 0 0 12 29 1 0 0 0 0 15 18 2 0 0 0 0 16 30 1 0 0 0 0 17 30 1 1 0 0 0 18 24 1 0 0 0 0 19 11 1 6 0 0 0 19 20 1 0 0 0 0 19 31 1 0 0 0 0 20 21 1 0 0 0 0 20 26 1 1 0 0 0 21 22 1 0 0 0 0 21 27 1 6 0 0 0 22 23 1 0 0 0 0 22 28 1 1 0 0 0 23 14 1 6 0 0 0 23 31 1 0 0 0 0 25 32 1 0 0 0 0 26 33 1 0 0 0 0 27 34 1 0 0 0 0 28 35 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DNCL002850; DNCL002851; DNCL002852
DrugBank	DB09038
ChEMBL	CHEMBL2107830
IUPHAR/BPS	4754
PharmaGKB
KEGG Drug	D10459
PubChem CID	11949646
ChEBI	82720
CAS Number	864070-44-0

Drug Properties

Molecular Weight	450.14
ALogP	-1.6586
MLogP	3.11
XLogP	2.901
HDA	6
HBD	4
Rotatable Bonds	11
TPSA	108.61
RO5 Violation	0