2-(1-{[1-(2-Hydroxy-1-isobutyl-5-methyl-4-{2-methyl-1-[(pyridin-2-ylmethyl)-carbamoyl]-butylcarbamoyl}-hexylcarbamoyl)-2-(3H-imidazol-4-yl)-ethyl]-methyl-carbamoyl}-2-phenyl-ethylcarbamoyl)-pyrrolidine-1-carboxylic acid tert-butyl ester

ID: ALA1790497

Max Phase: Phase

Molecular Formula: C50H75N9O8

Molecular Weight: 930.20

Molecule Type: Small molecule

Associated Items:

Bioactivity Summary Target Summary Assay Summary

This compound is not in our inventory system

Names and Identifiers

Synonyms: MCMC-6317 | U-71038

Canonical SMILES: CC[C@H](C)[C@H](NC(=O)[C@@H](C[C@H](O)[C@H](CC(C)C)NC(=O)[C@H](Cc1c[nH]cn1)N(C)C(=O)[C@H](Cc1ccccc1)NC(=O)[C@@H]1CCCN1C(=O)OC(C)(C)C)C(C)C)C(=O)NCc1ccccn1

Standard InChI: InChI=1S/C50H75N9O8/c1-11-33(6)43(47(64)53-29-35-20-15-16-22-52-35)57-44(61)37(32(4)5)27-42(60)38(24-31(2)3)55-46(63)41(26-36-28-51-30-54-36)58(10)48(65)39(25-34-18-13-12-14-19-34)56-45(62)40-21-17-23-59(40)49(66)67-50(7,8)9/h12-16,18-20,22,28,30-33,37-43,60H,11,17,21,23-27,29H2,1-10H3,(H,51,54)(H,53,64)(H,55,63)(H,56,62)(H,57,61)/t33-,37-,38-,39-,40-,41-,42-,43-/m0/s1

Standard InChI Key: SASWSEQJAITMKS-JJNNLWIXSA-N

Molfile:

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M  END

Associated Targets(Human)

REN Tclin Renin (5251 Activities)

Discover Target: REN

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

ABCB1 Tchem P-glycoprotein 1 (14716 Activities)

Discover Target: ABCB1

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Associated Targets(non-human)

PGA Pepsin A (436 Activities)

Discover Target: PGA

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

CTSD Cathepsin D (510 Activities)

Discover Target: CTSD

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Abcb11 Bile salt export pump (36 Activities)

Discover Target: Abcb11

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Mdr1a Multidrug resistance protein 1a (106 Activities)

Discover Target: Mdr1a

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Natural Product: No	Oral: No	Chemical Probe: No	Parenteral: No
Molecule Type: Small molecule	Topical: No	First In Class: No	Black Box: No
Chirality: Yes	Availability: No	Prodrug: No

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: Yes

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 930.20	Molecular Weight (Monoisotopic): 929.5739	AlogP: 4.70	#Rotatable Bonds: 23
Polar Surface Area: 228.05	Molecular Species: NEUTRAL	HBA: 10	HBD: 6
#RO5 Violations: 2	HBA (Lipinski): 17	HBD (Lipinski): 6	#RO5 Violations (Lipinski): 3
CX Acidic pKa: 12.06	CX Basic pKa: 6.53	CX LogP: 4.10	CX LogD: 4.05
Aromatic Rings: 3	Heavy Atoms: 67	QED Weighted: 0.08	Np Likeness Score: -0.27

References

1. Thaisrivongs S, Pals DT, Harris DW, Kati WM, Turner SR.. (1986) Design and synthesis of a potent and specific renin inhibitor with a prolonged duration of action in vivo., 29 (10): [PMID:3531518] [10.1021/jm00160a049]
2. Epps DE, Poorman RA, Mandel F, Schostarez HJ.. (1991) Determination of dissociation constants of high affinity (pM) human renin inhibitors: application to analogues of ditekiren (U-71,038)., 34 (7): [PMID:2066983] [10.1021/jm00111a028]
3. Sawyer TK, Pals DT, Mao B, Staples DJ, de Vaux AE, Maggiora LL, Affholter JA, Kati W, Duchamp D, Hester JB.. (1988) Design, structure-activity, and molecular modeling studies of potent renin inhibitory peptides having N-terminal Nin-For-Trp (Ftr): angiotensinogen congeners modified by P1-P1' Phe-Phe, Sta, Leu psi[CH(OH)CH2]Val or leu psi[CH2NH]Val substitutions., 31 (1): [PMID:3275777] [10.1021/jm00396a006]
4. Takahashi H, Kim RB, Perry PR, Wilkinson GR.. (1997) Characterization of the hepatic canalicular membrane transport of a model oligopeptide: ditekiren., 281 (1): [PMID:9103510]
5. Lecureur V, Sun D, Hargrove P, Schuetz EG, Kim RB, Lan LB, Schuetz JD.. (2000) Cloning and expression of murine sister of P-glycoprotein reveals a more discriminating transporter than MDR1/P-glycoprotein., 57 (1): [PMID:10617675]
6. USP Dictionary of USAN and International Names (2010 edition) and USAN registrations 2007-date,

2-(1-{[1-(2-Hydroxy-1-isobutyl-5-methyl-4-{2-methyl-1-[(pyridin-2-ylmethyl)-carbamoyl]-butylcarbamoyl}-hexylcarbamoyl)-2-(3H-imidazol-4-yl)-ethyl]-methyl-carbamoyl}-2-phenyl-ethylcarbamoyl)-pyrrolidine-1-carboxylic acid tert-butyl ester

Names and Identifiers

Alternative Forms

Associated Targets(Human)

Associated Targets(non-human)

Molecule Features

Drug Indications

Mechanisms of Action

Calculated Properties

References

Source