methyl (R)-(3-(3-((N-cyclopropylmorpholine-2-carboxamido)methyl)-1H-indol-1-yl)propyl)carbamate

ID: ALA5187830

Chembl Id: CHEMBL5187830

PubChem CID: 59494220

Max Phase: Preclinical

Molecular Formula: C22H30N4O4

Molecular Weight: 414.51

Names and Identifiers

Canonical SMILES:  COC(=O)NCCCn1cc(CN(C(=O)[C@H]2CNCCO2)C2CC2)c2ccccc21

Standard InChI:  InChI=1S/C22H30N4O4/c1-29-22(28)24-9-4-11-25-14-16(18-5-2-3-6-19(18)25)15-26(17-7-8-17)21(27)20-13-23-10-12-30-20/h2-3,5-6,14,17,20,23H,4,7-13,15H2,1H3,(H,24,28)/t20-/m1/s1

Standard InChI Key:  NIPWZZBPFRFZBX-HXUWFJFHSA-N

Alternative Forms

1. Parent:

   

   ALA5187830

   Renin inhibitor-1

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: 414.51

Molecular Weight (Monoisotopic): 414.2267

AlogP: 1.87

#Rotatable Bonds: 8

Polar Surface Area: 84.83

Molecular Species: NEUTRAL

HBA: 6

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 7.73

CX LogP: 1.13

CX LogD: 0.64

Aromatic Rings: 2

Heavy Atoms: 30

QED Weighted: 0.64

Np Likeness Score: -1.42

References

1. Iijima D, Sugama H, Takahashi Y, Hirai M, Togashi Y, 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 SPH3127: A Novel, Highly Potent, and Orally Active Direct Renin Inhibitor.,  65  (16.0): [PMID:35939295] [10.1021/acs.jmedchem.2c00834]

2. 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