rac-Methyl 5-(3-{[cyclopropyl(morpholine-2-carbonyl)amino]methyl}indol-1-yl)pentanoate

ID: ALA5170164

Chembl Id: CHEMBL5170164

PubChem CID: 59494706

Max Phase: Preclinical

Molecular Formula: C23H31N3O4

Molecular Weight: 413.52

Names and Identifiers

Canonical SMILES:  COC(=O)CCCCn1cc(CN(C(=O)C2CNCCO2)C2CC2)c2ccccc21

Standard InChI:  InChI=1S/C23H31N3O4/c1-29-22(27)8-4-5-12-25-15-17(19-6-2-3-7-20(19)25)16-26(18-9-10-18)23(28)21-14-24-11-13-30-21/h2-3,6-7,15,18,21,24H,4-5,8-14,16H2,1H3

Standard InChI Key:  SXRBQNWADWXMHL-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA5170164

   Methyl 5-[3-[[cyclopropyl(morpholine-2-carbonyl)amino]methyl]indol-1-yl]pentanoate

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type:

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 413.52

Molecular Weight (Monoisotopic): 413.2315

AlogP: 2.46

#Rotatable Bonds: 9

Polar Surface Area: 72.80

Molecular Species: NEUTRAL

HBA: 6

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 7.73

CX LogP: 2.03

CX LogD: 1.53

Aromatic Rings: 2

Heavy Atoms: 30

QED Weighted: 0.51

Np Likeness Score: -1.13

References

1. Iijima D, Sugama H, Awai N, Takahashi Y, Togashi Y, Takebe T, Xie J, Shen J, Ke Y, Akatsuka H, Kawaguchi T, Takedomi K, Kashima A, Nishio M, Inui Y, Yoneda H, Xia G, Iijima T..  (2022)  Discovery of Novel 2-Carbamoyl Morpholine Derivatives as Highly Potent and Orally Active Direct Renin Inhibitors.,  13  (8.0): [PMID:35978678] [10.1021/acsmedchemlett.2c00280]

Source

Source(1):

• Scientific Literature