(1S)-1,5-anhydro-1-{5-[(4-{(1E)-4-[(1-{[2-(dimethylamino)ethyl]amino}-2-methyl-1-oxopropan-2-yl)amino]-3,3-dimethyl-4-oxobut-1-en-1-yl}-2-methylphenyl)methyl]-2-methoxy-4-(propan-2-yl)phenyl}-D-glucitol

ID: ALA4463348

PubChem CID: 46897478

Max Phase: Preclinical

Molecular Formula: C38H57N3O8

Molecular Weight: 683.89

Molecule Type: Unknown

Associated Items:

Bioactivity Summary Target Summary Assay Summary

This compound is not in our inventory system

Names and Identifiers

Canonical SMILES: COc1cc(C(C)C)c(Cc2ccc(/C=C/C(C)(C)C(=O)NC(C)(C)C(=O)NCCN(C)C)cc2C)cc1[C@@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O

Standard InChI: InChI=1S/C38H57N3O8/c1-22(2)27-20-29(48-10)28(34-33(45)32(44)31(43)30(21-42)49-34)19-26(27)18-25-12-11-24(17-23(25)3)13-14-37(4,5)35(46)40-38(6,7)36(47)39-15-16-41(8)9/h11-14,17,19-20,22,30-34,42-45H,15-16,18,21H2,1-10H3,(H,39,47)(H,40,46)/b14-13+/t30-,31-,32+,33-,34+/m1/s1

Standard InChI Key: NLKATOLXXRSTBZ-KZQLAFBTSA-N

Molfile:

 
     RDKit          2D

 49 51  0  0  0  0  0  0  0  0999 V2000
   36.2164   -8.7458    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.7705   -9.4666    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.3622   -8.7541    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.9494   -9.4640    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.7997   -7.6291    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.2164   -8.3457    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.6287   -7.6266    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.7942   -8.7707    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.7930   -9.5981    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.5078  -10.0110    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.2243   -9.5976    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.2214   -8.7672    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.5060   -8.3579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.0818  -10.0077    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.3679   -9.5924    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   22.6551  -10.0009    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.6503  -10.8262    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.3642  -11.2415    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.0831  -10.8314    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.9339  -11.2354    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   24.7969  -11.2451    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   23.3608  -12.0664    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.9426   -9.5851    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.9463   -8.7601    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   26.9393  -10.0089    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.6532   -9.5953    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.3649  -10.0071    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.0783   -9.5942    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.0775   -8.7684    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.3572   -8.3571    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.6469   -8.7725    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.7907   -8.3538    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.5064   -8.7642    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.9353   -8.7600    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.6485   -8.3455    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   31.9377   -9.5850    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   34.0774   -8.3414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.7931   -8.7518    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   24.0796   -8.3584    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   26.7283   -8.1166    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.5455   -8.2303    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.4183   -7.3520    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.0763   -7.5164    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   35.5023   -8.3341    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.3650  -10.8321    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.9335   -8.3376    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   24.0794   -7.5334    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.9387   -7.5126    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.6454   -8.7546    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  3  2  1  0
  4  3  1  0
  6  5  1  0
  7  6  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13  8  1  0
 14 15  1  0
 14 19  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 14  9  1  1
 17 20  1  6
 19 21  1  6
 18 22  1  1
 16 23  1  1
 23 24  1  0
 11 25  1  0
 25 26  1  0
 26 27  2  0
 27 28  1  0
 28 29  2  0
 29 30  1  0
 30 31  2  0
 31 26  1  0
 29 32  1  0
 32 33  2  0
 33  6  1  0
  6 34  1  0
 34 35  1  0
 34 36  2  0
 35  3  1  0
  3 37  1  0
 37 38  1  0
  8 39  1  0
 12 40  1  0
 40 41  1  0
 40 42  1  0
 37 43  2  0
 38 44  1  0
  1 44  1  0
 27 45  1  0
  1 46  1  0
 39 47  1  0
 46 48  1  0
 46 49  1  0
M  END

Associated Targets(Human)

SLC5A1 Tclin Sodium/glucose cotransporter 1 (1526 Activities)

Discover Target: SLC5A1

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

SLC5A2 Tclin Sodium/glucose cotransporter 2 (2000 Activities)

Discover Target: SLC5A2

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Natural Product: No	Oral: No	Chemical Probe: No	Parenteral: No
Molecule Type: Unknown	Topical: No	First In Class: No	Black Box: No
Chirality: No	Availability: No	Prodrug: No

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 683.89	Molecular Weight (Monoisotopic): 683.4146	AlogP: 2.84	#Rotatable Bonds: 14
Polar Surface Area: 160.82	Molecular Species: BASE	HBA: 9	HBD: 6
#RO5 Violations: 2	HBA (Lipinski): 11	HBD (Lipinski): 6	#RO5 Violations (Lipinski): 3
CX Acidic pKa: 12.40	CX Basic pKa: 8.51	CX LogP: 3.59	CX LogD: 2.45
Aromatic Rings: 2	Heavy Atoms: 49	QED Weighted: 0.18	Np Likeness Score: 0.47

References

1. Kuroda S, Kobashi Y, Oi T, Kawabe K, Shiozawa F, Okumura-Kitajima L, Sugisaki-Kitano M, Io F, Yamamoto K, Kakinuma H.. (2019) Discovery of potent, low-absorbable sodium-dependent glucose cotransporter 1 (SGLT1) inhibitor SGL5213 for type 2 diabetes treatment., 27 (2): [PMID:30579799] [10.1016/j.bmc.2018.12.015]

(1S)-1,5-anhydro-1-{5-[(4-{(1E)-4-[(1-{[2-(dimethylamino)ethyl]amino}-2-methyl-1-oxopropan-2-yl)amino]-3,3-dimethyl-4-oxobut-1-en-1-yl}-2-methylphenyl)methyl]-2-methoxy-4-(propan-2-yl)phenyl}-D-glucitol

Names and Identifiers

Alternative Forms

Associated Targets(Human)

Molecule Features

Drug Indications

Mechanisms of Action

Calculated Properties

References

Source