(S)-2-(4-((S)-1-carboxy-2-(4-hydroxyphenyl)ethylamino)-6-hydroxy-1,3,5-triazin-2-ylamino)succinic acid

ID: ALA4865241

PubChem CID: 164624075

Max Phase: Preclinical

Molecular Formula: C16H17N5O8

Molecular Weight: 407.34

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  O=C(O)C[C@H](Nc1nc(O)nc(N[C@@H](Cc2ccc(O)cc2)C(=O)O)n1)C(=O)O

Standard InChI:  InChI=1S/C16H17N5O8/c22-8-3-1-7(2-4-8)5-9(12(25)26)17-14-19-15(21-16(29)20-14)18-10(13(27)28)6-11(23)24/h1-4,9-10,22H,5-6H2,(H,23,24)(H,25,26)(H,27,28)(H3,17,18,19,20,21,29)/t9-,10-/m0/s1

Standard InChI Key:  XPBMFJONHHQPDN-UWVGGRQHSA-N

Molfile:  

 
     RDKit          2D

 29 30  0  0  0  0  0  0  0  0999 V2000
    7.0235   -5.5291    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.0223   -6.3564    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7371   -6.7693    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.4536   -6.3560    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4507   -5.5254    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.7353   -5.1163    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7329   -4.2913    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.1687   -6.7673    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.8825   -6.3537    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5976   -6.7651    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8812   -5.5287    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5951   -5.1151    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5938   -4.2902    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.3101   -5.5264    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.5989   -7.5901    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.3114   -6.3514    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.3075   -6.7684    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.5934   -6.3553    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8786   -6.7672    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5941   -5.5303    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8799   -5.1173    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1645   -6.3542    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8780   -7.5922    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8842   -4.2918    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1708   -3.8789    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4551   -4.2908    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4571   -5.1201    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1709   -5.5293    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7404   -3.8787    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  1  1  0
  6  7  1  0
  4  8  1  0
  8  9  1  0
  9 10  1  0
  9 11  1  1
 11 12  1  0
 12 13  1  0
 12 14  2  0
 10 15  2  0
 10 16  1  0
  2 17  1  0
 17 18  1  0
 18 19  1  0
 18 20  1  6
 20 21  1  0
 19 22  1  0
 19 23  2  0
 21 24  2  0
 24 25  1  0
 25 26  2  0
 26 27  1  0
 27 28  2  0
 28 21  1  0
 26 29  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4865241

   ---

Molecule Features

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: 407.34

Molecular Weight (Monoisotopic): 407.1077

AlogP: -0.27

#Rotatable Bonds: 10

Polar Surface Area: 215.09

Molecular Species: ACID

HBA: 10

HBD: 7

#RO5 Violations: 1

HBA (Lipinski): 13

HBD (Lipinski): 7

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 2.67

CX Basic pKa: 2.54

CX LogP: 0.43

CX LogD: -8.41

Aromatic Rings: 2

Heavy Atoms: 29

QED Weighted: 0.27

Np Likeness Score: 0.02

References

1. Nagaoka Y, Parvatkar P, Hirai G, Ohkanda J..  (2021)  Design, synthesis, and functional evaluation of triazine-based bivalent agents that simultaneously target the active site and hot spot of phosphatase Cdc25B.,  48  [PMID:34273487] [10.1016/j.bmcl.2021.128265]

Source

Source(1):

• Scientific Literature