CompChem-Database: compound details

CompChem-Database: details for selected entry

DB14957 (12144)

Formula C₃₀H₃₀ClFN₂O₃

MW 521.03

InChIKey FYRJJCYFYLLOSC-BEFZCSJLNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 67

Number_Heavy_Atoms 37

Number_Rings 4

Number_Bonds 70

Rotat_Bonds 12

Unbranched_Chain 3

Chiral_Centers 2

ONatoms 5

HB_Donor 3

HB_Acceptor 3

OpenEye_HB_Donors 3

OpenEye_HB_Acceptors 2

Lipinski_HB_Donors 3

Lipinski_HB_Acceptors 5

Lipinski_Violations 2

XLogP3 0

XLogP 6.79

logP 7.58

PSA 82.19

MR 145.783

ABS 0.17

Solubility poorly

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -132.63571

PM7_Total_Energy_ev -6081.37271

PM7_Electronic_Energy_ev -58582.6574

PM7_Dipole_Debye 1.413

PM7_Point_Group C1

PM7_HOMO_Energy_ev -8.476

PM7_LUMO_Energy_ev -0.335

PM7_COSMO_Area_square_ang 493.62

PM7_COSMO_Volue_cubic_ang 639.49

PM7_Electron_Affinity_ev 0.335

PM7_Ionization_Energy_ev 8.476

PM7_Energy_Gap_ev 8.141

PM7_Global_Hardness_ev 4.0705

PM7_Global_Softness_ev 0.24567006510256725

PM7_Chemical_Potential_ev -4.4055

PM7_Electronigativity_ev 4.4055

PM7_Back_Donation_Energy_ev -1.017625

PM7_Electrophilicity_ev 2.3840351615280677

OPENEYE_Name 3-[[4-[(1~{S})-1-[(~{R})-(4-chlorophenyl)-(7-fluoro-5-methyl-1~{H}-indol-3-yl)methyl]butyl]benzoyl]amino]propanoic acid

SMILES c1cc(ccc1C(=O)NCCC(=O)O)C(CCC)C(c2ccc(cc2)Cl)c3c[nH]c4c3cc(cc4F)C

Canonical_SMILES CCC[C@@H]([C@@H](c1c[nH]c2c1cc(C)cc2F)c1ccc(cc1)Cl)c1ccc(cc1)C(=O)NCCC(=O)O

InChI 1/C30H30ClFN2O3/c1-3-4-23(19-5-7-21(8-6-19)30(37)33-14-13-27(35)36)28(20-9-11-22(31)12-10-20)25-17-34-29-24(25)15-18(2)16-26(29)32/h5-12,15-17,23,28,34H,3-4,13-14H2,1-2H3,(H,33,37)(H,35,36)/f/h33,35H

InChI_3D 1S/C30H30ClFN2O3/c1-3-4-23(19-5-7-21(8-6-19)30(37)33-14-13-27(35)36)28(20-9-11-22(31)12-10-20)25-17-34-29-24(25)15-18(2)16-26(29)32/h5-12,15-17,23,28,34H,3-4,13-14H2,1-2H3,(H,33,37)(H,35,36)/t23-,28+/m1/s1

AuxInfo 1/1/N:24,23,26,27,3,4,1,2,5,6,7,8,25,28,9,10,11,16,15,14,13,20,30,12,17,19,22,29,18,21,37,36,32,31,34,35,33/E:(5,6)(7,8)(9,10)(11,12)(35,36)/F:24,23,26,27,3,4,1,2,5,6,7,8,25,28,9,10,11,16,15,14,13,20,30,12,17,19,22,29,18,21,37,36,32,31,35,34,33/E:(5,6)(7,8)(9,10)(11,12)/rA:67cCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCNNOOOFClHHHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:;d1;s2;;;d5;s6;;;;d9;s1d2;s5d6;s3d4;s9d10;d11s12;s12;s10d18;s7d8;s13;;s16;;s22;s24;s26;s25;s14s17;s15s27s29;s11s18;s21s28;d21;d22;s22;s19;s20;s1;s2;s3;s4;s5;s6;s7;s8;s9;s10;s11;s23;s23;s23;s24;s24;s24;s25;s25;s26;s26;s27;s27;s28;s28;s29;s30;s31;s32;s35;/rC:.7082,-4.7611,0;.1722,-3.111,0;1.6643,-4.4506,0;1.1282,-2.8005,0;5.6401,-2.1075,0;5.104,-.4574,0;6.5961,-1.7969,0;6.06,-.1468,0;.868,-.4978,0;0,1.0058,0;3.2858,.5023,0;1.736,-.0012,0;-.0329,-4.0898,0;4.8989,-1.4362,0;1.8791,-3.4686,0;;2.6938,-.3125,0;1.736,1.0058,0;.868,1.5138,0;6.8109,-.815,0;-.984,-4.3988,0;-4.0452,-6.3038,0;-1.5143,-.8772,0;4.4704,-5.7812,0;-3.0941,-5.9948,0;4.1614,-4.8301,0;3.8524,-3.879,0;-2.143,-5.6859,0;3.2345,-1.9769,0;3.5435,-2.9279,0;2.6938,1.3169,0;-1.192,-5.3769,0;-1.7271,-3.7296,0;-4.7883,-5.6347,0;-4.2531,-7.282,0;.868,2.5138,0;7.762,-.5061,0;.6036,-5.2501,0;-.1999,-2.777,0;2.0348,-4.7862,0;1.2307,-2.3111,0;5.5354,-2.5964,0;4.732,-.1234,0;6.9666,-2.1326,0;6.1626,.3425,0;.8677,-.9978,0;-.4337,1.2545,0;3.7858,.5023,0;-1.2637,-1.3098,0;-1.9469,-1.1278,0;-1.7649,-.4445,0;3.9948,-5.9356,0;4.9459,-5.6267,0;4.6249,-6.2567,0;-3.2486,-5.5193,0;-2.9396,-6.4704,0;4.6369,-4.6756,0;3.6859,-4.9846,0;4.328,-3.7245,0;3.3769,-4.0335,0;-2.2975,-5.2103,0;-1.9886,-6.1614,0;2.759,-2.1314,0;4.019,-2.7735,0;2.8483,1.7924,0;-.8204,-5.7115,0;-4.7287,-7.4364,0;

Duplicates DB14957

mol2_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000014750-0000014999/DB14957.mol2

pdbqt_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000014750-0000014999/DB14957.pdbqt

sdf_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000014750-0000014999/DB14957.sdf

Formula	C₃₀H₃₀ClFN₂O₃
MW	521.03
InChIKey	FYRJJCYFYLLOSC-BEFZCSJLNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	67
Number_Heavy_Atoms	37
Number_Rings	4
Number_Bonds	70
Rotat_Bonds	12
Unbranched_Chain	3
Chiral_Centers	2
ONatoms	5
HB_Donor	3
HB_Acceptor	3
OpenEye_HB_Donors	3
OpenEye_HB_Acceptors	2
Lipinski_HB_Donors	3
Lipinski_HB_Acceptors	5
Lipinski_Violations	2
XLogP3	0
XLogP	6.79
logP	7.58
PSA	82.19
MR	145.783
ABS	0.17
Solubility	poorly
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-132.63571
PM7_Total_Energy_ev	-6081.37271
PM7_Electronic_Energy_ev	-58582.6574
PM7_Dipole_Debye	1.413
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-8.476
PM7_LUMO_Energy_ev	-0.335
PM7_COSMO_Area_square_ang	493.62
PM7_COSMO_Volue_cubic_ang	639.49
PM7_Electron_Affinity_ev	0.335
PM7_Ionization_Energy_ev	8.476
PM7_Energy_Gap_ev	8.141
PM7_Global_Hardness_ev	4.0705
PM7_Global_Softness_ev	0.24567006510256725
PM7_Chemical_Potential_ev	-4.4055
PM7_Electronigativity_ev	4.4055
PM7_Back_Donation_Energy_ev	-1.017625
PM7_Electrophilicity_ev	2.3840351615280677
OPENEYE_Name	3-[[4-[(1~{S})-1-[(~{R})-(4-chlorophenyl)-(7-fluoro-5-methyl-1~{H}-indol-3-yl)methyl]butyl]benzoyl]amino]propanoic acid
SMILES	c1cc(ccc1C(=O)NCCC(=O)O)C(CCC)C(c2ccc(cc2)Cl)c3c[nH]c4c3cc(cc4F)C
Canonical_SMILES	CCC[C@@H]([C@@H](c1c[nH]c2c1cc(C)cc2F)c1ccc(cc1)Cl)c1ccc(cc1)C(=O)NCCC(=O)O
InChI	1/C30H30ClFN2O3/c1-3-4-23(19-5-7-21(8-6-19)30(37)33-14-13-27(35)36)28(20-9-11-22(31)12-10-20)25-17-34-29-24(25)15-18(2)16-26(29)32/h5-12,15-17,23,28,34H,3-4,13-14H2,1-2H3,(H,33,37)(H,35,36)/f/h33,35H
InChI_3D	1S/C30H30ClFN2O3/c1-3-4-23(19-5-7-21(8-6-19)30(37)33-14-13-27(35)36)28(20-9-11-22(31)12-10-20)25-17-34-29-24(25)15-18(2)16-26(29)32/h5-12,15-17,23,28,34H,3-4,13-14H2,1-2H3,(H,33,37)(H,35,36)/t23-,28+/m1/s1
AuxInfo	1/1/N:24,23,26,27,3,4,1,2,5,6,7,8,25,28,9,10,11,16,15,14,13,20,30,12,17,19,22,29,18,21,37,36,32,31,34,35,33/E:(5,6)(7,8)(9,10)(11,12)(35,36)/F:24,23,26,27,3,4,1,2,5,6,7,8,25,28,9,10,11,16,15,14,13,20,30,12,17,19,22,29,18,21,37,36,32,31,35,34,33/E:(5,6)(7,8)(9,10)(11,12)/rA:67cCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCNNOOOFClHHHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:;d1;s2;;;d5;s6;;;;d9;s1d2;s5d6;s3d4;s9d10;d11s12;s12;s10d18;s7d8;s13;;s16;;s22;s24;s26;s25;s14s17;s15s27s29;s11s18;s21s28;d21;d22;s22;s19;s20;s1;s2;s3;s4;s5;s6;s7;s8;s9;s10;s11;s23;s23;s23;s24;s24;s24;s25;s25;s26;s26;s27;s27;s28;s28;s29;s30;s31;s32;s35;/rC:.7082,-4.7611,0;.1722,-3.111,0;1.6643,-4.4506,0;1.1282,-2.8005,0;5.6401,-2.1075,0;5.104,-.4574,0;6.5961,-1.7969,0;6.06,-.1468,0;.868,-.4978,0;0,1.0058,0;3.2858,.5023,0;1.736,-.0012,0;-.0329,-4.0898,0;4.8989,-1.4362,0;1.8791,-3.4686,0;;2.6938,-.3125,0;1.736,1.0058,0;.868,1.5138,0;6.8109,-.815,0;-.984,-4.3988,0;-4.0452,-6.3038,0;-1.5143,-.8772,0;4.4704,-5.7812,0;-3.0941,-5.9948,0;4.1614,-4.8301,0;3.8524,-3.879,0;-2.143,-5.6859,0;3.2345,-1.9769,0;3.5435,-2.9279,0;2.6938,1.3169,0;-1.192,-5.3769,0;-1.7271,-3.7296,0;-4.7883,-5.6347,0;-4.2531,-7.282,0;.868,2.5138,0;7.762,-.5061,0;.6036,-5.2501,0;-.1999,-2.777,0;2.0348,-4.7862,0;1.2307,-2.3111,0;5.5354,-2.5964,0;4.732,-.1234,0;6.9666,-2.1326,0;6.1626,.3425,0;.8677,-.9978,0;-.4337,1.2545,0;3.7858,.5023,0;-1.2637,-1.3098,0;-1.9469,-1.1278,0;-1.7649,-.4445,0;3.9948,-5.9356,0;4.9459,-5.6267,0;4.6249,-6.2567,0;-3.2486,-5.5193,0;-2.9396,-6.4704,0;4.6369,-4.6756,0;3.6859,-4.9846,0;4.328,-3.7245,0;3.3769,-4.0335,0;-2.2975,-5.2103,0;-1.9886,-6.1614,0;2.759,-2.1314,0;4.019,-2.7735,0;2.8483,1.7924,0;-.8204,-5.7115,0;-4.7287,-7.4364,0;
Duplicates	DB14957
mol2_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000014750-0000014999/DB14957.mol2
pdbqt_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000014750-0000014999/DB14957.pdbqt
sdf_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000014750-0000014999/DB14957.sdf