NPASS drugs

Drug Information

Drug ID:	NPD4536
Drug Name:	Dapagliflozin Propanediol
Molecular Formula:	C21H25ClO6.C3H8O2.H2O
Canonical SMILES:	OC[C@@H](O)C.CCOc1ccc(cc1)Cc1cc(ccc1Cl)[C@@H]1O[C@H](CO)[C@H]([C@@H]([C@H]1O)O)O.O
Standard InCHI:	InChI=1S/C21H25ClO6.C3H8O2.H2O/c1-2-27-15-6-3-12(4-7-15)9-14-10-13(5-8-16(14)22)21-20(26)19(25)18(24)17(11-23)28-21;1-3(5)2-4;/h3-8,10,17-21,23-26H,2,9,11H2,1H3;3-5H,2H2,1H3;1H2/t17-,18-,19+,20-,21+;3-;/m10./s1
Standard InCHIKey:	GOADIQFWSVMMRJ-UPGAGZFNSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD4536

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	272
0.1-0.2	1094
0.2-0.3	2651
0.3-0.4	7773
0.4-0.5	5917
0.5-0.6	4241
0.6-0.7	7247
0.7-0.8	1670
0.8-0.85	25
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	0.8394	NPC103799
Intermediate Similarity	0.8175	NPC274717
Intermediate Similarity	0.8116	NPC5851
Intermediate Similarity	0.8116	NPC86030
Intermediate Similarity	0.8085	NPC117048
Intermediate Similarity	0.8085	NPC124085
Intermediate Similarity	0.8043	NPC87224
Intermediate Similarity	0.8043	NPC222572
Intermediate Similarity	0.8043	NPC72529
Intermediate Similarity	0.8043	NPC474178
Intermediate Similarity	0.8043	NPC252307
Intermediate Similarity	0.8043	NPC245826
Intermediate Similarity	0.8029	NPC276212
Intermediate Similarity	0.8028	NPC79957
Intermediate Similarity	0.8015	NPC94276
Intermediate Similarity	0.8015	NPC473556
Intermediate Similarity	0.8015	NPC301651
Intermediate Similarity	0.8015	NPC114901
Intermediate Similarity	0.8015	NPC109822
Intermediate Similarity	0.8015	NPC293701
Intermediate Similarity	0.8015	NPC48990
Intermediate Similarity	0.8014	NPC263064
Intermediate Similarity	0.8014	NPC92805
Intermediate Similarity	0.8014	NPC85435
Intermediate Similarity	0.8	NPC71090
Intermediate Similarity	0.7986	NPC475836
Intermediate Similarity	0.7972	NPC470802
Intermediate Similarity	0.7972	NPC3049
Intermediate Similarity	0.7972	NPC20829
Intermediate Similarity	0.7972	NPC262585
Intermediate Similarity	0.7972	NPC18189
Intermediate Similarity	0.7971	NPC319625
Intermediate Similarity	0.7971	NPC163332
Intermediate Similarity	0.7971	NPC41706
Intermediate Similarity	0.7971	NPC118787
Intermediate Similarity	0.7971	NPC111247
Intermediate Similarity	0.7971	NPC183181
Intermediate Similarity	0.7971	NPC292056
Intermediate Similarity	0.7971	NPC147821
Intermediate Similarity	0.7956	NPC102540
Intermediate Similarity	0.7956	NPC278552
Intermediate Similarity	0.7956	NPC188022
Intermediate Similarity	0.7956	NPC285040
Intermediate Similarity	0.7956	NPC17809
Intermediate Similarity	0.7956	NPC103420
Intermediate Similarity	0.7956	NPC207179
Intermediate Similarity	0.7956	NPC81641
Intermediate Similarity	0.7956	NPC167571
Intermediate Similarity	0.7943	NPC230219
Intermediate Similarity	0.7917	NPC474687
Intermediate Similarity	0.7914	NPC53986
Intermediate Similarity	0.7914	NPC38664
Intermediate Similarity	0.7902	NPC473413
Intermediate Similarity	0.7902	NPC61946
Intermediate Similarity	0.7899	NPC191037
Intermediate Similarity	0.7899	NPC178284
Intermediate Similarity	0.7899	NPC58607
Intermediate Similarity	0.7891	NPC474272
Intermediate Similarity	0.7887	NPC26394
Intermediate Similarity	0.7883	NPC106914
Intermediate Similarity	0.7883	NPC134195
Intermediate Similarity	0.7883	NPC86502
Intermediate Similarity	0.7883	NPC197351
Intermediate Similarity	0.7883	NPC246648
Intermediate Similarity	0.7872	NPC228369
Intermediate Similarity	0.7872	NPC129106
Intermediate Similarity	0.7872	NPC280653
Intermediate Similarity	0.7872	NPC300875
Intermediate Similarity	0.7872	NPC268917
Intermediate Similarity	0.7872	NPC206224
Intermediate Similarity	0.7872	NPC150011
Intermediate Similarity	0.7872	NPC476166
Intermediate Similarity	0.7872	NPC12875
Intermediate Similarity	0.7872	NPC162801
Intermediate Similarity	0.7872	NPC118114
Intermediate Similarity	0.7872	NPC164574
Intermediate Similarity	0.7872	NPC196765
Intermediate Similarity	0.7872	NPC129784
Intermediate Similarity	0.7872	NPC236014
Intermediate Similarity	0.7872	NPC207892
Intermediate Similarity	0.7872	NPC17343
Intermediate Similarity	0.7868	NPC476142
Intermediate Similarity	0.7857	NPC273295
Intermediate Similarity	0.7857	NPC190629
Intermediate Similarity	0.7857	NPC470258
Intermediate Similarity	0.7857	NPC285339
Intermediate Similarity	0.7857	NPC222004
Intermediate Similarity	0.7857	NPC226788
Intermediate Similarity	0.7857	NPC218856
Intermediate Similarity	0.7857	NPC93962
Intermediate Similarity	0.7857	NPC3439
Intermediate Similarity	0.7857	NPC210623
Intermediate Similarity	0.7857	NPC202582
Intermediate Similarity	0.7852	NPC469412
Intermediate Similarity	0.7852	NPC198734
Intermediate Similarity	0.7847	NPC156502
Intermediate Similarity	0.7847	NPC306441
Intermediate Similarity	0.7847	NPC263367
Intermediate Similarity	0.7847	NPC16435
Intermediate Similarity	0.7847	NPC10737
Intermediate Similarity	0.7847	NPC54743
Intermediate Similarity	0.7847	NPC177160
Intermediate Similarity	0.7847	NPC477939
Intermediate Similarity	0.7847	NPC209985
Intermediate Similarity	0.7847	NPC29799
Intermediate Similarity	0.7842	NPC474119
Intermediate Similarity	0.7832	NPC478085
Intermediate Similarity	0.7832	NPC170694
Intermediate Similarity	0.7832	NPC187194
Intermediate Similarity	0.7832	NPC184269
Intermediate Similarity	0.7832	NPC476411
Intermediate Similarity	0.7826	NPC194519
Intermediate Similarity	0.7817	NPC201587
Intermediate Similarity	0.7817	NPC253105
Intermediate Similarity	0.7817	NPC13005
Intermediate Similarity	0.781	NPC38761
Intermediate Similarity	0.781	NPC76465
Intermediate Similarity	0.7801	NPC27187
Intermediate Similarity	0.7801	NPC470225
Intermediate Similarity	0.7786	NPC470084
Intermediate Similarity	0.7778	NPC260898
Intermediate Similarity	0.7778	NPC474206
Intermediate Similarity	0.7778	NPC60589
Intermediate Similarity	0.7778	NPC151224
Intermediate Similarity	0.7778	NPC234333
Intermediate Similarity	0.7778	NPC470356
Intermediate Similarity	0.7778	NPC121812
Intermediate Similarity	0.7778	NPC112246
Intermediate Similarity	0.7778	NPC112939
Intermediate Similarity	0.7778	NPC47398
Intermediate Similarity	0.7778	NPC94750
Intermediate Similarity	0.7778	NPC164787
Intermediate Similarity	0.7778	NPC469708
Intermediate Similarity	0.777	NPC26879
Intermediate Similarity	0.777	NPC206882
Intermediate Similarity	0.777	NPC283049
Intermediate Similarity	0.777	NPC230479
Intermediate Similarity	0.777	NPC50315
Intermediate Similarity	0.7762	NPC11060
Intermediate Similarity	0.7761	NPC474214
Intermediate Similarity	0.7755	NPC100482
Intermediate Similarity	0.7755	NPC277331
Intermediate Similarity	0.7746	NPC472597
Intermediate Similarity	0.7746	NPC164804
Intermediate Similarity	0.7746	NPC293203
Intermediate Similarity	0.7746	NPC118683
Intermediate Similarity	0.7746	NPC469625
Intermediate Similarity	0.7746	NPC244888
Intermediate Similarity	0.7746	NPC181497
Intermediate Similarity	0.7746	NPC30043
Intermediate Similarity	0.7746	NPC211413
Intermediate Similarity	0.7746	NPC271945
Intermediate Similarity	0.7746	NPC469613
Intermediate Similarity	0.7746	NPC68205
Intermediate Similarity	0.774	NPC32630
Intermediate Similarity	0.774	NPC70682
Intermediate Similarity	0.774	NPC260741
Intermediate Similarity	0.7737	NPC100099
Intermediate Similarity	0.7737	NPC36016
Intermediate Similarity	0.7737	NPC150026
Intermediate Similarity	0.773	NPC270849
Intermediate Similarity	0.773	NPC26653
Intermediate Similarity	0.773	NPC134360
Intermediate Similarity	0.773	NPC475875
Intermediate Similarity	0.7724	NPC474639
Intermediate Similarity	0.7724	NPC227503
Intermediate Similarity	0.7724	NPC302701
Intermediate Similarity	0.7724	NPC230734
Intermediate Similarity	0.7724	NPC269091
Intermediate Similarity	0.7721	NPC269242
Intermediate Similarity	0.7718	NPC217635
Intermediate Similarity	0.7718	NPC471667
Intermediate Similarity	0.7718	NPC79429
Intermediate Similarity	0.7714	NPC149796
Intermediate Similarity	0.7714	NPC473993
Intermediate Similarity	0.7714	NPC118533
Intermediate Similarity	0.7714	NPC165045
Intermediate Similarity	0.771	NPC153795
Intermediate Similarity	0.771	NPC290353
Intermediate Similarity	0.771	NPC42911
Intermediate Similarity	0.7708	NPC296915
Intermediate Similarity	0.7708	NPC115335
Intermediate Similarity	0.7708	NPC97834
Intermediate Similarity	0.7708	NPC49603
Intermediate Similarity	0.7708	NPC225696
Intermediate Similarity	0.7708	NPC223008
Intermediate Similarity	0.7708	NPC198154
Intermediate Similarity	0.7708	NPC187616
Intermediate Similarity	0.7708	NPC193026
Intermediate Similarity	0.7708	NPC16485
Intermediate Similarity	0.7704	NPC172253
Intermediate Similarity	0.7704	NPC59561
Intermediate Similarity	0.7704	NPC474320
Intermediate Similarity	0.7704	NPC163036
Intermediate Similarity	0.7703	NPC139976
Intermediate Similarity	0.7703	NPC49542
Intermediate Similarity	0.7703	NPC84207
Intermediate Similarity	0.7703	NPC128337
Intermediate Similarity	0.7703	NPC230718
Intermediate Similarity	0.7703	NPC5253

Drug Structure

NPD4536 OpenBabel08211705262D 42 42 0 0 1 0 0 0 0 0999 V2000 11.7583 -2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 11.7583 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.2942 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.1603 -2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.8301 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.1603 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 10.0263 -2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.6962 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.4282 -2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.6962 -2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.0981 -5.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.2942 -2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.8301 -2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.5622 -2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 10.0263 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.5622 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.0981 -4.0000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 2.2321 -3.5000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 2.2321 -2.5000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 3.0981 -2.0000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 3.9641 -2.5000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 7.4282 -0.5000 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 2.2321 -5.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.3660 -4.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.3660 -2.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.0981 -1.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 10.8923 -0.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.9641 -3.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.0981 -8.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.2321 -7.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.2321 -8.0000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 1.3660 -6.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.3660 -8.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 13.6244 -1.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.3660 -5.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 0.5000 -3.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 0.5000 -2.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 2.2321 -0.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 0.5000 -7.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1.3660 -9.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 14.4904 -0.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 12.7583 -0.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 2 1 0 0 0 0 2 27 1 0 0 0 0 3 6 1 0 0 0 0 3 12 2 0 0 0 0 4 7 2 0 0 0 0 4 12 1 0 0 0 0 5 8 2 0 0 0 0 5 13 1 0 0 0 0 6 15 2 0 0 0 0 7 15 1 0 0 0 0 8 16 1 0 0 0 0 9 12 1 0 0 0 0 9 14 1 0 0 0 0 10 13 2 0 0 0 0 10 14 1 0 0 0 0 11 23 1 0 0 0 0 14 16 2 0 0 0 0 15 27 1 0 0 0 0 16 22 1 0 0 0 0 17 11 1 6 0 0 0 17 18 1 0 0 0 0 17 28 1 0 0 0 0 18 19 1 0 0 0 0 18 24 1 1 0 0 0 19 20 1 0 0 0 0 19 25 1 6 0 0 0 20 21 1 0 0 0 0 20 26 1 1 0 0 0 21 13 1 6 0 0 0 21 28 1 0 0 0 0 23 35 1 0 0 0 0 24 36 1 0 0 0 0 25 37 1 0 0 0 0 26 38 1 0 0 0 0 30 31 1 0 0 0 0 30 32 1 0 0 0 0 31 29 1 6 0 0 0 31 33 1 0 0 0 0 32 39 1 0 0 0 0 33 40 1 0 0 0 0 34 41 1 0 0 0 0 34 42 1 0 0 0 0 M END $$$$

External Identifiers

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

Drug Properties

Molecular Weight	408.13
ALogP	-0.8366
MLogP	3
XLogP	3.329
HDA	5
HBD	4
Rotatable Bonds	12
TPSA	99.38
RO5 Violation	0