methyl 4-((N-((2,4-diamino-7,8-dihydropteridin-6-yl)methyl)-4-methylphenylsulfonamido)methyl)benzoate

ID: ALA3249764

PubChem CID: 90673952

Max Phase: Preclinical

Molecular Formula: C23H25N7O4S

Molecular Weight: 495.57

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COC(=O)c1ccc(CN(CC2=Nc3c(N)nc(N)nc3NC2)S(=O)(=O)c2ccc(C)cc2)cc1

Standard InChI:  InChI=1S/C23H25N7O4S/c1-14-3-9-18(10-4-14)35(32,33)30(12-15-5-7-16(8-6-15)22(31)34-2)13-17-11-26-21-19(27-17)20(24)28-23(25)29-21/h3-10H,11-13H2,1-2H3,(H5,24,25,26,28,29)

Standard InChI Key:  JPOZFABVPJQPBY-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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    4.1631   -4.6750    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
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    6.2714   -3.4431    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0028   -6.2912    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    7.7155   -7.5124    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4217   -7.0994    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4140   -6.2780    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7041   -5.8775    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1324   -7.5027    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9508   -1.3890    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6526   -0.9703    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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  2  1  2  0
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 22 23  1  0
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 24 19  1  0
 17  2  1  0
  2 25  1  0
 25 26  2  0
 26 27  1  0
 27 28  2  0
 28 29  1  0
 29 30  2  0
 30 25  1  0
 28 31  1  0
 22 32  1  0
 32 33  1  0
 32 34  2  0
 33 35  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3249764

   Methyl 4-[[(2,4-diamino-7,8-dihydropteridin-6-yl)methyl-(4-methylphenyl)sulfonylamino]methyl]benzoate

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 495.57

Molecular Weight (Monoisotopic): 495.1689

AlogP: 2.13

#Rotatable Bonds: 7

Polar Surface Area: 165.89

Molecular Species: NEUTRAL

HBA: 10

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 11

HBD (Lipinski): 5

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 11.08

CX Basic pKa: 6.00

CX LogP: 2.70

CX LogD: 2.68

Aromatic Rings: 3

Heavy Atoms: 35

QED Weighted: 0.42

Np Likeness Score: -0.99

References

1. Nair MG, O'Neal PC, Baugh CM, Kisliuk RL, Gaumont Y, Rodman M..  (1978)  Folate analogues altered in the C9-N10 bridge region: N10-Toxylisohomofolic acid and N10-Toxylisohomoaminopterin.,  21  (7): [PMID:97383] [10.1021/jm00205a015]

Source

Source(1):

• Scientific Literature