ID: ALA217676

Max Phase: Preclinical

Molecular Formula: C9H12O4

Molecular Weight: 184.19

Molecule Type: Small molecule

Representations

Canonical SMILES:  C=C1C(=O)O[C@H](CCC)[C@H]1C(=O)O

Standard InChI:  InChI=1S/C9H12O4/c1-3-4-6-7(8(10)11)5(2)9(12)13-6/h6-7H,2-4H2,1H3,(H,10,11)/t6-,7+/m1/s1

Standard InChI Key:  SRQUTZJZABSZRQ-RQJHMYQMSA-N

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

Properties

Molecular Weight: 184.19

Molecular Weight (Monoisotopic): 184.0736

AlogP: 0.97

#Rotatable Bonds: 3

Polar Surface Area: 63.60

Molecular Species: ACID

HBA: 3

HBD: 1

#RO5 Violations: 0

HBA (Lipinski): 4

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 0

CX Acidic pKa: 4.14

CX Basic pKa:

CX LogP: 1.60

CX LogD: -1.48

Aromatic Rings: 0

Heavy Atoms: 13

QED Weighted: 0.52

Np Likeness Score: 1.76

References

1. Mai A, Rotili D, Tarantino D, Ornaghi P, Tosi F, Vicidomini C, Sbardella G, Nebbioso A, Miceli M, Altucci L, Filetici P..  (2006)  Small-molecule inhibitors of histone acetyltransferase activity: identification and biological properties.,  49  (23): [PMID:17154519] [10.1021/jm060601m]

2. Sbardella G, Castellano S, Vicidomini C, Rotili D, Nebbioso A, Miceli M, Altucci L, Mai A..  (2008)  Identification of long chain alkylidenemalonates as novel small molecule modulators of histone acetyltransferases.,  18  (9): [PMID:18434144] [10.1016/j.bmcl.2008.04.017]

3. Mai A, Rotili D, Tarantino D, Nebbioso A, Castellano S, Sbardella G, Tini M, Altucci L..  (2009)  Identification of 4-hydroxyquinolines inhibitors of p300/CBP histone acetyltransferases.,  19  (4): [PMID:19144517] [10.1016/j.bmcl.2008.12.097]

4. Lu W, Xiong H, Chen Y, Wang C, Zhang H, Xu P, Han J, Xiao S, Ding H, Chen Z, Lu T, Wang J, Zhang Y, Yue L, Liu YC, Zhang C, Yang Y, Jiang H, Chen K, Zhou B, Luo C..  (2018)  Discovery and biological evaluation of thiobarbituric derivatives as potent p300/CBP inhibitors.,  26  (20): [PMID:30297119] [10.1016/j.bmc.2018.07.048]

5. Zhang R, Wang J, Zhao L, Liu S, Du D, Ding H, Chen S, Yue L, Liu YC, Zhang C, Liu H, Luo C..  (2018)  Identification of novel inhibitors of histone acetyltransferase hMOF through high throughput screening.,  157  [PMID:30145373] [10.1016/j.ejmech.2018.08.026]

Source

Source(1):

• Scientific Literature