CompChem-Database: compound details

CompChem-Database: details for selected entry

CHEMBL105941_p0 (6205)

Formula C₂₂H₂₀Br₂N₄O₃

MW 548.23

InChIKey MAPCTXNADQVUED-XYULLFFJNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 51

Number_Heavy_Atoms 31

Number_Rings 4

Number_Bonds 54

Rotat_Bonds 9

Unbranched_Chain 1

Chiral_Centers 2

ONatoms 7

HB_Donor 5

HB_Acceptor 3

OpenEye_HB_Donors 6

OpenEye_HB_Acceptors 3

Lipinski_HB_Donors 5

Lipinski_HB_Acceptors 7

Lipinski_Violations 1

XLogP3 0

XLogP 0.64

logP 4.9473

PSA 124

MR 126.524

ABS 0.55

Solubility poorly

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -44.90428

PM7_Total_Energy_ev -5047.55017

PM7_Electronic_Energy_ev -46578.77332

PM7_Dipole_Debye 7.26607

PM7_Point_Group C1

PM7_HOMO_Energy_ev -8.642

PM7_LUMO_Energy_ev -0.571

PM7_COSMO_Area_square_ang 382.93

PM7_COSMO_Volue_cubic_ang 540.47

PM7_Electron_Affinity_ev 0.571

PM7_Ionization_Energy_ev 8.642

PM7_Energy_Gap_ev 8.071

PM7_Global_Hardness_ev 4.0355

PM7_Global_Softness_ev 0.24780076818238136

PM7_Chemical_Potential_ev -4.6065

PM7_Electronigativity_ev 4.6065

PM7_Back_Donation_Energy_ev -1.008875

PM7_Electrophilicity_ev 2.629146605129476

OPENEYE_Name (2~{S})-2-[[(2~{S})-2-amino-3-(5-bromo-1~{H}-indol-3-yl)propanoyl]amino]-3-(5-bromo-1~{H}-indol-3-yl)propanoic acid

SMILES c1cc(cc2c1[nH]cc2CC(C(=O)NC(C(=O)O)Cc3c[nH]c4c3cc(cc4)Br)N)Br

Canonical_SMILES Brc1ccc2c(c1)c(c[nH]2)C[C@@H](C(=O)N[C@H](C(=O)O)Cc1c[nH]c2c1cc(Br)cc2)N

InChI 1/C22H20Br2N4O3/c23-13-1-3-18-15(7-13)11(9-26-18)5-17(25)21(29)28-20(22(30)31)6-12-10-27-19-4-2-14(24)8-16(12)19/h1-4,7-10,17,20,26-27H,5-6,25H2,(H,28,29)(H,30,31)/f/h28,30H

InChI_3D 1S/C22H20Br2N4O3/c23-13-1-3-18-15(7-13)11(9-26-18)5-17(25)21(29)28-20(22(30)31)6-12-10-27-19-4-2-14(24)8-16(12)19/h1-4,7-10,17,20,26-27H,5-6,25H2,(H,28,29)(H,30,31)/t17-,20-/m0/s1

AuxInfo 1/1/N:3,4,1,2,19,20,5,6,7,8,11,12,15,16,9,10,21,13,14,22,17,18,30,31,25,23,24,26,27,28,29/E:(30,31)/F:3,4,1,2,19,20,5,6,7,8,11,12,15,16,9,10,21,13,14,22,17,18,30,31,25,23,24,26,27,29,28/rA:51cCCCCCCCCCCCCCCCCCCCCCCNNNNOOOBrBrHHHHHHHHHHHHHHHHHHHH/rB:;d1;d2;;;;;s5;s6;d7s9;d8s10;s1d9;s2d10;s3d5;s4d6;;;s11;s12;s17s19;s18s20;s7s13;s8s14;s21;s17s22;d17;d18;s18;s15;s16;s1;s2;s3;s4;s5;s6;s7;s8;s19;s19;s20;s20;s21;s22;s23;s24;s25;s25;s26;s29;/rC:.868,1.5138,0;7.3516,-8.0532,0;0,1.0058,0;8.2196,-7.5452,0;.868,-.4978,0;7.3516,-6.0416,0;3.2858,.5023,0;4.9338,-7.0417,0;1.736,-.0012,0;6.4836,-6.5382,0;2.6938,-.3125,0;5.5258,-6.2269,0;1.736,1.0058,0;6.4836,-7.5452,0;;8.2196,-6.5394,0;3.6207,-3.1657,0;5.8589,-4.0158,0;3.0028,-1.2636,0;5.2168,-5.2758,0;3.3117,-2.2146,0;4.9078,-4.3247,0;2.6938,1.3169,0;5.5258,-7.8563,0;2.3607,-2.5236,0;4.5988,-3.3737,0;2.9515,-3.9088,0;6.602,-4.6849,0;6.0669,-3.0376,0;-.8653,-.5013,0;9.0849,-6.0381,0;.868,2.0138,0;7.3516,-8.5532,0;-.4337,1.2545,0;8.6533,-7.7939,0;.8677,-.9978,0;7.3518,-5.5416,0;3.7858,.5023,0;4.4338,-7.0417,0;3.4783,-1.1091,0;2.5272,-1.4181,0;4.7413,-5.4303,0;5.6923,-5.1213,0;3.7873,-2.0602,0;4.4323,-4.4792,0;2.8483,1.7924,0;5.3713,-8.3318,0;2.2567,-3.0127,0;1.9891,-2.189,0;4.9334,-3.0021,0;6.5424,-2.8832,0;

Duplicates CHEMBL105941_p0

mol2_Path /CCDB/ChEMBL/Database/Compound-0000100000-0000149999/Compound-0000105750-0000105999/CHEMBL105941_p0.mol2

pdbqt_Path /CCDB/ChEMBL/Database/Compound-0000100000-0000149999/Compound-0000105750-0000105999/CHEMBL105941_p0.pdbqt

sdf_Path /CCDB/ChEMBL/Database/Compound-0000100000-0000149999/Compound-0000105750-0000105999/CHEMBL105941_p0.sdf

Formula	C₂₂H₂₀Br₂N₄O₃
MW	548.23
InChIKey	MAPCTXNADQVUED-XYULLFFJNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	51
Number_Heavy_Atoms	31
Number_Rings	4
Number_Bonds	54
Rotat_Bonds	9
Unbranched_Chain	1
Chiral_Centers	2
ONatoms	7
HB_Donor	5
HB_Acceptor	3
OpenEye_HB_Donors	6
OpenEye_HB_Acceptors	3
Lipinski_HB_Donors	5
Lipinski_HB_Acceptors	7
Lipinski_Violations	1
XLogP3	0
XLogP	0.64
logP	4.9473
PSA	124
MR	126.524
ABS	0.55
Solubility	poorly
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-44.90428
PM7_Total_Energy_ev	-5047.55017
PM7_Electronic_Energy_ev	-46578.77332
PM7_Dipole_Debye	7.26607
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-8.642
PM7_LUMO_Energy_ev	-0.571
PM7_COSMO_Area_square_ang	382.93
PM7_COSMO_Volue_cubic_ang	540.47
PM7_Electron_Affinity_ev	0.571
PM7_Ionization_Energy_ev	8.642
PM7_Energy_Gap_ev	8.071
PM7_Global_Hardness_ev	4.0355
PM7_Global_Softness_ev	0.24780076818238136
PM7_Chemical_Potential_ev	-4.6065
PM7_Electronigativity_ev	4.6065
PM7_Back_Donation_Energy_ev	-1.008875
PM7_Electrophilicity_ev	2.629146605129476
OPENEYE_Name	(2~{S})-2-[[(2~{S})-2-amino-3-(5-bromo-1~{H}-indol-3-yl)propanoyl]amino]-3-(5-bromo-1~{H}-indol-3-yl)propanoic acid
SMILES	c1cc(cc2c1[nH]cc2CC(C(=O)NC(C(=O)O)Cc3c[nH]c4c3cc(cc4)Br)N)Br
Canonical_SMILES	Brc1ccc2c(c1)c(c[nH]2)C[C@@H](C(=O)N[C@H](C(=O)O)Cc1c[nH]c2c1cc(Br)cc2)N
InChI	1/C22H20Br2N4O3/c23-13-1-3-18-15(7-13)11(9-26-18)5-17(25)21(29)28-20(22(30)31)6-12-10-27-19-4-2-14(24)8-16(12)19/h1-4,7-10,17,20,26-27H,5-6,25H2,(H,28,29)(H,30,31)/f/h28,30H
InChI_3D	1S/C22H20Br2N4O3/c23-13-1-3-18-15(7-13)11(9-26-18)5-17(25)21(29)28-20(22(30)31)6-12-10-27-19-4-2-14(24)8-16(12)19/h1-4,7-10,17,20,26-27H,5-6,25H2,(H,28,29)(H,30,31)/t17-,20-/m0/s1
AuxInfo	1/1/N:3,4,1,2,19,20,5,6,7,8,11,12,15,16,9,10,21,13,14,22,17,18,30,31,25,23,24,26,27,28,29/E:(30,31)/F:3,4,1,2,19,20,5,6,7,8,11,12,15,16,9,10,21,13,14,22,17,18,30,31,25,23,24,26,27,29,28/rA:51cCCCCCCCCCCCCCCCCCCCCCCNNNNOOOBrBrHHHHHHHHHHHHHHHHHHHH/rB:;d1;d2;;;;;s5;s6;d7s9;d8s10;s1d9;s2d10;s3d5;s4d6;;;s11;s12;s17s19;s18s20;s7s13;s8s14;s21;s17s22;d17;d18;s18;s15;s16;s1;s2;s3;s4;s5;s6;s7;s8;s19;s19;s20;s20;s21;s22;s23;s24;s25;s25;s26;s29;/rC:.868,1.5138,0;7.3516,-8.0532,0;0,1.0058,0;8.2196,-7.5452,0;.868,-.4978,0;7.3516,-6.0416,0;3.2858,.5023,0;4.9338,-7.0417,0;1.736,-.0012,0;6.4836,-6.5382,0;2.6938,-.3125,0;5.5258,-6.2269,0;1.736,1.0058,0;6.4836,-7.5452,0;;8.2196,-6.5394,0;3.6207,-3.1657,0;5.8589,-4.0158,0;3.0028,-1.2636,0;5.2168,-5.2758,0;3.3117,-2.2146,0;4.9078,-4.3247,0;2.6938,1.3169,0;5.5258,-7.8563,0;2.3607,-2.5236,0;4.5988,-3.3737,0;2.9515,-3.9088,0;6.602,-4.6849,0;6.0669,-3.0376,0;-.8653,-.5013,0;9.0849,-6.0381,0;.868,2.0138,0;7.3516,-8.5532,0;-.4337,1.2545,0;8.6533,-7.7939,0;.8677,-.9978,0;7.3518,-5.5416,0;3.7858,.5023,0;4.4338,-7.0417,0;3.4783,-1.1091,0;2.5272,-1.4181,0;4.7413,-5.4303,0;5.6923,-5.1213,0;3.7873,-2.0602,0;4.4323,-4.4792,0;2.8483,1.7924,0;5.3713,-8.3318,0;2.2567,-3.0127,0;1.9891,-2.189,0;4.9334,-3.0021,0;6.5424,-2.8832,0;
Duplicates	CHEMBL105941_p0
mol2_Path	/CCDB/ChEMBL/Database/Compound-0000100000-0000149999/Compound-0000105750-0000105999/CHEMBL105941_p0.mol2
pdbqt_Path	/CCDB/ChEMBL/Database/Compound-0000100000-0000149999/Compound-0000105750-0000105999/CHEMBL105941_p0.pdbqt
sdf_Path	/CCDB/ChEMBL/Database/Compound-0000100000-0000149999/Compound-0000105750-0000105999/CHEMBL105941_p0.sdf