ID: ALA1790497

Max Phase: Phase

Molecular Formula: C50H75N9O8

Molecular Weight: 930.20

Molecule Type: Small molecule

Representations

Synonyms (2): MCMC-6317 | U-71038
Synonyms from Alternative Forms(2):

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

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: Yes

Availability: No

Prodrug: No

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, 

Source

Source(3):

• Scientific Literature
• USP Dictionary of USAN and International Drug Names
• TP-search Transporter Database