methyl 4-aminobenzoate

ID: ALA1927048

Cas Number: 619-45-4

PubChem CID: 12082

Product Number: M111661, Order Now?

Max Phase: Preclinical

Molecular Formula: C8H9NO2

Molecular Weight: 151.16

Molecule Type: Small molecule

Names and Identifiers

Synonyms: Methyl 4-Aminobenzoate | Methyl 4-aminobenzoate|619-45-4|4-Aminobenzoic acid methyl ester|METHYL P-AMINOBENZOATE|Benzoic acid, 4-amino-, methyl ester|4-Carbomethoxyaniline|4-(Methoxycarbonyl)aniline|p-(Methoxycarbonyl)aniline|p-Aminobenzoic acid methyl ester|Methyl aniline-4-carboxylate|MFCD00007891|4-(Carbomethoxyl)aniline|Benzoic acid, p-amino-, methyl ester|NSC 3783|METHYL-4-AMINOBENZOATE|AI3-02437|4-(Carbomethoxy)aniline|4-amino-benzoic acid methyl ester|NSC-3783|Methyl4-aminobenzoate|4-aminShow More⌵

Canonical SMILES:  COC(=O)c1ccc(N)cc1

Standard InChI:  InChI=1S/C8H9NO2/c1-11-8(10)6-2-4-7(9)5-3-6/h2-5H,9H2,1H3

Standard InChI Key:  LZXXNPOYQCLXRS-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 11 11  0  0  0  0  0  0  0  0999 V2000
   -2.2216    1.4620    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2227    0.6350    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5081    0.2222    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7920    0.6354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7948    1.4657    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5099    1.8747    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9359    1.8743    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0770    0.2242    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0758   -0.6005    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6366    0.6377    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3515    0.2264    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  5  6  2  0
  6  1  1  0
  1  2  2  0
  1  7  1  0
  3  4  2  0
  4  8  1  0
  8  9  2  0
  4  5  1  0
  8 10  1  0
  2  3  1  0
 10 11  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA1927048

   Methyl 4-aminobenzoate

Molecule Features

Natural Product: Yes

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: 151.16

Molecular Weight (Monoisotopic): 151.0633

AlogP: 1.06

#Rotatable Bonds: 1

Polar Surface Area: 52.32

Molecular Species: NEUTRAL

HBA: 3

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 3

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 2.74

CX LogP: 1.15

CX LogD: 1.15

Aromatic Rings: 1

Heavy Atoms: 11

QED Weighted: 0.48

Np Likeness Score: -0.26

References

1. Kim HJ, Park M, Han YM, Kwon BM, Kim SH..  (2011)  Butamben derivatives enhance BMP-2-stimulated commitment of C2C12 cells into osteoblasts with induction of voltage-gated potassium channel expression.,  21  (24): [PMID:22041064] [10.1016/j.bmcl.2011.10.020]

2. Thijssen HH..  (1977)  P-Aminobenzoic acid derivatives as inhibitors of the cell-free H2-pteroate synthesizing system of Escherichia coli.,  20  (2): [PMID:319235] [10.1021/jm00212a009]

Source

Source(1):

• Scientific Literature