NPASS drugs

Drug Information

Drug ID:	NPD5126
Drug Name:	Tofogliflozin
Molecular Formula:	C22H26O6
Canonical SMILES:	OC[C@H]1O[C@]2(OCc3c2cc(cc3)Cc2ccc(cc2)CC)[C@@H]([C@H]([C@@H]1O)O)O
Standard InCHI:	InChI=1S/C22H26O6/c1-2-13-3-5-14(6-4-13)9-15-7-8-16-12-27-22(17(16)10-15)21(26)20(25)19(24)18(11-23)28-22/h3-8,10,18-21,23-26H,2,9,11-12H2,1H3/t18-,19-,20+,21-,22+/m1/s1
Standard InCHIKey:	VWVKUNOPTJGDOB-BDHVOXNPSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	IUPHAR/BPS

Structural Similarity Between NPASS Natural Products and NPD5126

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	169
0.1-0.2	802
0.2-0.3	1537
0.3-0.4	3769
0.4-0.5	7773
0.5-0.6	9165
0.6-0.7	6542
0.7-0.8	1119
0.8-0.85	12
0.85-0.9	2
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
High Similarity	0.8512	NPC233923
High Similarity	0.8512	NPC146673
Intermediate Similarity	0.8448	NPC30563
Intermediate Similarity	0.8448	NPC264784
Intermediate Similarity	0.8362	NPC276061
Intermediate Similarity	0.8362	NPC474148
Intermediate Similarity	0.8333	NPC37714
Intermediate Similarity	0.8333	NPC152384
Intermediate Similarity	0.8279	NPC238582
Intermediate Similarity	0.8246	NPC148060
Intermediate Similarity	0.8235	NPC169616
Intermediate Similarity	0.823	NPC154905
Intermediate Similarity	0.823	NPC60373
Intermediate Similarity	0.8145	NPC229600
Intermediate Similarity	0.7967	NPC266389
Intermediate Similarity	0.7967	NPC216605
Intermediate Similarity	0.7967	NPC122245
Intermediate Similarity	0.7934	NPC120217
Intermediate Similarity	0.7931	NPC47286
Intermediate Similarity	0.7886	NPC473556
Intermediate Similarity	0.7886	NPC301651
Intermediate Similarity	0.7874	NPC471067
Intermediate Similarity	0.7868	NPC476643
Intermediate Similarity	0.7868	NPC183781
Intermediate Similarity	0.7863	NPC27712
Intermediate Similarity	0.7851	NPC265002
Intermediate Similarity	0.7845	NPC469527
Intermediate Similarity	0.7829	NPC9180
Intermediate Similarity	0.7829	NPC100402
Intermediate Similarity	0.7823	NPC476266
Intermediate Similarity	0.7812	NPC178449
Intermediate Similarity	0.7812	NPC232454
Intermediate Similarity	0.7812	NPC470907
Intermediate Similarity	0.7812	NPC307139
Intermediate Similarity	0.7807	NPC262826
Intermediate Similarity	0.7778	NPC79957
Intermediate Similarity	0.7778	NPC474442
Intermediate Similarity	0.777	NPC471139
Intermediate Similarity	0.7769	NPC185840
Intermediate Similarity	0.7769	NPC111108
Intermediate Similarity	0.7769	NPC5486
Intermediate Similarity	0.7769	NPC234376
Intermediate Similarity	0.7744	NPC475067
Intermediate Similarity	0.7734	NPC473870
Intermediate Similarity	0.7734	NPC476142
Intermediate Similarity	0.7734	NPC473871
Intermediate Similarity	0.7717	NPC160854
Intermediate Similarity	0.7717	NPC201402
Intermediate Similarity	0.7717	NPC469703
Intermediate Similarity	0.7717	NPC469704
Intermediate Similarity	0.7714	NPC217635
Intermediate Similarity	0.7714	NPC471667
Intermediate Similarity	0.7714	NPC79429
Intermediate Similarity	0.771	NPC469386
Intermediate Similarity	0.7674	NPC470815
Intermediate Similarity	0.7674	NPC138798
Intermediate Similarity	0.7667	NPC149455
Intermediate Similarity	0.7667	NPC64642
Intermediate Similarity	0.7667	NPC472982
Intermediate Similarity	0.7664	NPC134260
Intermediate Similarity	0.766	NPC286245
Intermediate Similarity	0.766	NPC476301
Intermediate Similarity	0.766	NPC43508
Intermediate Similarity	0.766	NPC272619
Intermediate Similarity	0.7656	NPC473889
Intermediate Similarity	0.7656	NPC469686
Intermediate Similarity	0.7652	NPC311293
Intermediate Similarity	0.7652	NPC148366
Intermediate Similarity	0.7638	NPC469702
Intermediate Similarity	0.7638	NPC282409
Intermediate Similarity	0.7626	NPC108674
Intermediate Similarity	0.7626	NPC76871
Intermediate Similarity	0.7626	NPC472711
Intermediate Similarity	0.7622	NPC469448
Intermediate Similarity	0.7619	NPC254233
Intermediate Similarity	0.7615	NPC57607
Intermediate Similarity	0.7612	NPC78575
Intermediate Similarity	0.7609	NPC156376
Intermediate Similarity	0.76	NPC175771
Intermediate Similarity	0.76	NPC472862
Intermediate Similarity	0.76	NPC148055
Intermediate Similarity	0.7597	NPC182333
Intermediate Similarity	0.7597	NPC273336
Intermediate Similarity	0.7589	NPC164183
Intermediate Similarity	0.7589	NPC471065
Intermediate Similarity	0.7589	NPC253015
Intermediate Similarity	0.7583	NPC277788
Intermediate Similarity	0.7578	NPC469548
Intermediate Similarity	0.7578	NPC476445
Intermediate Similarity	0.7578	NPC476448
Intermediate Similarity	0.7576	NPC469687
Intermediate Similarity	0.7576	NPC230331
Intermediate Similarity	0.7574	NPC117048
Intermediate Similarity	0.7574	NPC124085
Intermediate Similarity	0.7574	NPC471942
Intermediate Similarity	0.7571	NPC246947
Intermediate Similarity	0.7571	NPC60249
Intermediate Similarity	0.7571	NPC48309
Intermediate Similarity	0.7561	NPC42911
Intermediate Similarity	0.7561	NPC290353
Intermediate Similarity	0.7561	NPC153795
Intermediate Similarity	0.7557	NPC476033
Intermediate Similarity	0.7557	NPC475933
Intermediate Similarity	0.7557	NPC470816
Intermediate Similarity	0.7557	NPC124030
Intermediate Similarity	0.7557	NPC470158
Intermediate Similarity	0.7556	NPC476644
Intermediate Similarity	0.7556	NPC254275
Intermediate Similarity	0.7556	NPC59239
Intermediate Similarity	0.7554	NPC164743
Intermediate Similarity	0.7552	NPC31325
Intermediate Similarity	0.7552	NPC114505
Intermediate Similarity	0.7552	NPC15956
Intermediate Similarity	0.7552	NPC275284
Intermediate Similarity	0.7552	NPC193473
Intermediate Similarity	0.7552	NPC213074
Intermediate Similarity	0.7552	NPC224674
Intermediate Similarity	0.7542	NPC19856
Intermediate Similarity	0.7538	NPC77691
Intermediate Similarity	0.7538	NPC473451
Intermediate Similarity	0.7537	NPC11089
Intermediate Similarity	0.7536	NPC156393
Intermediate Similarity	0.7519	NPC301857
Intermediate Similarity	0.7519	NPC470084
Intermediate Similarity	0.7518	NPC477898
Intermediate Similarity	0.7518	NPC470950
Intermediate Similarity	0.7518	NPC46092
Intermediate Similarity	0.7518	NPC185307
Intermediate Similarity	0.7518	NPC184938
Intermediate Similarity	0.7518	NPC101624
Intermediate Similarity	0.75	NPC95990
Intermediate Similarity	0.75	NPC476972
Intermediate Similarity	0.75	NPC123175
Intermediate Similarity	0.75	NPC85435
Intermediate Similarity	0.75	NPC476971
Intermediate Similarity	0.75	NPC475203
Intermediate Similarity	0.75	NPC253681
Intermediate Similarity	0.75	NPC210192
Intermediate Similarity	0.75	NPC472316
Intermediate Similarity	0.75	NPC114096
Intermediate Similarity	0.75	NPC472315
Intermediate Similarity	0.75	NPC474376
Intermediate Similarity	0.75	NPC215037
Intermediate Similarity	0.75	NPC206882
Intermediate Similarity	0.75	NPC270751
Intermediate Similarity	0.75	NPC176730
Intermediate Similarity	0.75	NPC471908
Intermediate Similarity	0.7483	NPC257847
Intermediate Similarity	0.7482	NPC100913
Intermediate Similarity	0.7482	NPC475836
Intermediate Similarity	0.7482	NPC275592
Intermediate Similarity	0.7481	NPC312341
Intermediate Similarity	0.7481	NPC287429
Intermediate Similarity	0.7481	NPC103799
Intermediate Similarity	0.7481	NPC478255
Intermediate Similarity	0.748	NPC470825
Intermediate Similarity	0.7465	NPC283995
Intermediate Similarity	0.7465	NPC84181
Intermediate Similarity	0.7465	NPC470235
Intermediate Similarity	0.7465	NPC471063
Intermediate Similarity	0.7465	NPC129417
Intermediate Similarity	0.7464	NPC262585
Intermediate Similarity	0.7464	NPC20829
Intermediate Similarity	0.7464	NPC475628
Intermediate Similarity	0.7464	NPC199459
Intermediate Similarity	0.7464	NPC18189
Intermediate Similarity	0.7464	NPC52277
Intermediate Similarity	0.7464	NPC177035
Intermediate Similarity	0.7464	NPC3049
Intermediate Similarity	0.746	NPC470820
Intermediate Similarity	0.7448	NPC44452
Intermediate Similarity	0.7447	NPC41782
Intermediate Similarity	0.7447	NPC476356
Intermediate Similarity	0.7447	NPC253878
Intermediate Similarity	0.7447	NPC472353
Intermediate Similarity	0.7445	NPC476411
Intermediate Similarity	0.7445	NPC187194
Intermediate Similarity	0.7445	NPC47181
Intermediate Similarity	0.7444	NPC264900
Intermediate Similarity	0.7444	NPC148026
Intermediate Similarity	0.7444	NPC108659
Intermediate Similarity	0.7444	NPC231607
Intermediate Similarity	0.7444	NPC288416
Intermediate Similarity	0.7444	NPC471077
Intermediate Similarity	0.7444	NPC79715
Intermediate Similarity	0.7442	NPC469412
Intermediate Similarity	0.7442	NPC198734
Intermediate Similarity	0.7442	NPC470414
Intermediate Similarity	0.744	NPC157338
Intermediate Similarity	0.744	NPC313193
Intermediate Similarity	0.7438	NPC27252
Intermediate Similarity	0.7438	NPC472979
Intermediate Similarity	0.7438	NPC472980
Intermediate Similarity	0.7429	NPC87448
Intermediate Similarity	0.7429	NPC472576
Intermediate Similarity	0.7429	NPC27377
Intermediate Similarity	0.7429	NPC41481
Intermediate Similarity	0.7429	NPC97947
Intermediate Similarity	0.7429	NPC471862
Intermediate Similarity	0.7429	NPC291599

Drug Structure

NPD5126 OpenBabel08211706322D 32 35 0 0 1 0 0 0 0 0999 V2000 -7.2101 -2.0522 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.3441 -2.5522 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.4781 -1.0522 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.6121 -2.5522 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.6121 -0.5522 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.7460 -2.0522 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.0140 -2.0522 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.1480 -2.5522 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.8800 -0.5522 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.1480 -0.5522 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.3601 1.6942 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.6691 -2.3612 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.4781 -2.0522 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.7460 -1.0522 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.0140 -1.0522 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.2819 -2.0522 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.2819 -1.0522 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.3090 0.9511 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 1.2872 1.1590 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 1.9563 0.4158 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 1.6473 -0.5352 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 0.6691 -0.7431 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -0.0511 2.6453 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.5962 2.1100 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.9344 0.6237 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.3164 -1.2784 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.2569 -1.5522 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 0.9271 2.8532 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 2.5743 2.3179 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 3.6036 -0.1194 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 3.2946 -1.0705 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 2 1 0 0 0 0 2 13 1 0 0 0 0 3 5 1 0 0 0 0 3 13 2 0 0 0 0 4 6 2 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 8 2 0 0 0 0 7 15 1 0 0 0 0 8 16 1 0 0 0 0 9 14 1 0 0 0 0 9 15 1 0 0 0 0 10 15 2 0 0 0 0 10 17 1 0 0 0 0 11 23 1 0 0 0 0 12 16 1 0 0 0 0 12 27 1 0 0 0 0 16 17 2 0 0 0 0 18 11 1 6 0 0 0 18 19 1 0 0 0 0 18 28 1 0 0 0 0 19 20 1 0 0 0 0 19 24 1 1 0 0 0 20 21 1 0 0 0 0 20 25 1 6 0 0 0 21 22 1 1 0 0 0 21 26 1 0 0 0 0 22 17 1 6 0 0 0 22 27 1 0 0 0 0 22 28 1 0 0 0 0 23 29 1 0 0 0 0 24 30 1 0 0 0 0 25 31 1 0 0 0 0 26 32 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DCL000614; DNCL003700; DNCL003542
DrugBank
ChEMBL
IUPHAR/BPS	9395
PharmaGKB
KEGG Drug
PubChem CID	46908928; 46908929
ChEBI
CAS Number

Drug Properties

Molecular Weight	386.17
ALogP	-1.5447
MLogP	3.22
XLogP	5.254
HDA	6
HBD	4
Rotatable Bonds	9
TPSA	99.38
RO5 Violation	1