ID: ALA364841

Max Phase: Preclinical

Molecular Formula: C28H26N2O5

Molecular Weight: 470.53

Molecule Type: Small molecule

Representations

Canonical SMILES:  Cc1cc2c(CC(=O)O)cccc2n1C(=O)c1ccc(OC[C@@H]2CN(C)c3ccccc3O2)cc1

Standard InChI:  InChI=1S/C28H26N2O5/c1-18-14-23-20(15-27(31)32)6-5-8-24(23)30(18)28(33)19-10-12-21(13-11-19)34-17-22-16-29(2)25-7-3-4-9-26(25)35-22/h3-14,22H,15-17H2,1-2H3,(H,31,32)/t22-/m0/s1

Standard InChI Key:  XECAIYOLUPUKEJ-QFIPXVFZSA-N

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

Properties

Molecular Weight: 470.53

Molecular Weight (Monoisotopic): 470.1842

AlogP: 4.54

#Rotatable Bonds: 6

Polar Surface Area: 81.00

Molecular Species: ACID

HBA: 6

HBD: 1

#RO5 Violations: 0

HBA (Lipinski): 7

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 0

CX Acidic pKa: 3.93

CX Basic pKa: 1.55

CX LogP: 4.57

CX LogD: 1.37

Aromatic Rings: 4

Heavy Atoms: 35

QED Weighted: 0.45

Np Likeness Score: -0.57

References

1. Torisu K, Kobayashi K, Iwahashi M, Nakai Y, Onoda T, Nagase T, Sugimoto I, Okada Y, Matsumoto R, Nanbu F, Ohuchida S, Nakai H, Toda M..  (2004)  Discovery of orally active prostaglandin D2 receptor antagonists.,  14  (19): [PMID:15341946] [10.1016/j.bmcl.2004.07.039]

2. Iwahashi M, Shimabukuro A, Onoda T, Matsunaga Y, Okada Y, Matsumoto R, Nambu F, Nakai H, Toda M..  (2011)  Discovery of selective indole-based prostaglandin D₂ receptor antagonist.,  19  (15): [PMID:21737285] [10.1016/j.bmc.2011.06.014]

3. Iwahashi M, Takahashi E, Tanaka M, Matsunaga Y, Okada Y, Matsumoto R, Nambu F, Nakai H, Toda M..  (2011)  Design and synthesis of new prostaglandin D₂ receptor antagonists.,  19  (18): [PMID:21885288] [10.1016/j.bmc.2011.08.007]

4. Iwahashi M, Naganawa A, Kinoshita A, Shimabukuro A, Nishiyama T, Ogawa S, Matsunaga Y, Tsukamoto K, Okada Y, Matsumoto R, Nambu F, Oumi R, Odagaki Y, Katagi J, Yano K, Tani K, Nakai H, Toda M..  (2011)  Discovery of new orally active prostaglandin D2 receptor antagonists.,  19  (22): [PMID:21982795] [10.1016/j.bmc.2011.08.065]

Source

Source(1):

• Scientific Literature