CompChem-Database: compound details

CompChem-Database: details for selected entry

CHEMBL111514 (12549)

Formula C₂₇H₄₁BrN₂O₉

MW 617.53

InChIKey KSUHXCLMFNDGPR-CYSPOYASNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 80

Number_Heavy_Atoms 39

Number_Rings 3

Number_Bonds 82

Rotat_Bonds 13

Unbranched_Chain 4

Chiral_Centers 8

ONatoms 11

HB_Donor 4

HB_Acceptor 6

OpenEye_HB_Donors 4

OpenEye_HB_Acceptors 7

Lipinski_HB_Donors 4

Lipinski_HB_Acceptors 11

Lipinski_Violations 2

XLogP3 0

XLogP 1.95

logP 2.5467

PSA 160.49

MR 144.922

ABS 0.17

Solubility moderately

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -396.10929

PM7_Total_Energy_ev -7123.20389

PM7_Electronic_Energy_ev -82161.3213

PM7_Dipole_Debye 9.21268

PM7_Point_Group C1

PM7_HOMO_Energy_ev -9.436

PM7_LUMO_Energy_ev -0.434

PM7_COSMO_Area_square_ang 466.37

PM7_COSMO_Volue_cubic_ang 681.58

PM7_Electron_Affinity_ev 0.434

PM7_Ionization_Energy_ev 9.436

PM7_Energy_Gap_ev 9.002

PM7_Global_Hardness_ev 4.501

PM7_Global_Softness_ev 0.22217285047767163

PM7_Chemical_Potential_ev -4.935

PM7_Electronigativity_ev 4.935

PM7_Back_Donation_Energy_ev -1.12525

PM7_Electrophilicity_ev 2.7054237947122863

OPENEYE_Name [(3~{R},4~{a}~{R},5~{S},6~{S},6~{a}~{S},10~{S},10~{a}~{R},10~{b}~{S})-6-[2-[(2-bromoacetyl)amino]ethylcarbamoyloxy]-10,10~{b}-dihydroxy-3,4~{a},7,7,10~{a}-pentamethyl-1-oxo-3-vinyl-5,6,6~{a},8,9,10-hexahydro-2~{H}-benzo[f]chromen-5-yl] acetate

SMILES C1(=O)CC(OC2(C1(C3(C(C(C2OC(=O)C)OC(=O)NCCNC(=O)CBr)C(CCC3O)(C)C)C)O)C)(C=C)C

Canonical_SMILES BrCC(=O)NCCNC(=O)O[C@@H]1[C@H](OC(=O)C)[C@@]2(C)O[C@@](C)(C=C)CC(=O)[C@@]2([C@@]2([C@@H]1C(C)(C)CC[C@@H]2O)C)O

InChI 1/C27H41BrN2O9/c1-8-24(5)13-17(33)27(36)25(6)16(32)9-10-23(3,4)20(25)19(21(37-15(2)31)26(27,7)39-24)38-22(35)30-12-11-29-18(34)14-28/h8,16,19-21,32,36H,1,9-14H2,2-7H3,(H,29,34)(H,30,35)/f/h29-30H

InChI_3D 1S/C27H41BrN2O9/c1-8-24(5)13-17(33)27(36)25(6)16(32)9-10-23(3,4)20(25)19(21(37-15(2)31)26(27,7)39-24)38-22(35)30-12-11-29-18(34)14-28/h8,16,19-21,32,36H,1,9-14H2,2-7H3,(H,29,34)(H,30,35)/t16-,19-,20-,21-,24-,25-,26+,27-/m0/s1

AuxInfo 1/1/N:2,19,22,23,20,21,24,3,8,9,26,27,7,25,5,11,1,4,12,10,13,6,17,15,16,18,14,39,28,29,32,35,30,31,33,36,37,38,34/E:(3,4)/F:m/E:m/rA:80cCCCCCCCCCCCCCCCCCCCCCCCCCCCNNOOOOOOOOOBrHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:;d2;;;;s1;;s8;;s8;s10;s12;s1;s3s7;s10s11s14;s9s10;s13s14;s5;s15;s16;s17;s17;s18;s4;;s26;s4s26;s6s27;d1;d4;d5;d6;s15s18;s11;s14;s5s13;s6s12;s25;s2;s2;s3;s7;s7;s8;s8;s9;s9;s10;s11;s12;s13;s19;s19;s19;s20;s20;s20;s21;s21;s21;s22;s22;s22;s23;s23;s23;s24;s24;s24;s25;s25;s26;s26;s27;s27;s28;s29;s35;s36;/rC:-3.5356,-.8539,0;-5.6216,1.6595,0;-5.8026,.676,0;1.657,5.9475,0;-4.1291,3.0923,0;-1.4151,3.3858,0;-4.5433,-.8462,0;-.5086,-.8754,0;;-1.5126,.8788,0;-1.5202,-.8698,0;-2.0126,1.7601,0;-3.0211,1.761,0;-3.0336,.0142,0;-5.0414,.0275,0;-2.0212,.0035,0;-.5031,.8809,0;-3.5316,.888,0;-3.3605,3.732,0;-6.3892,-1.0887,0;-2.9063,-1.5062,0;-.6766,1.8657,0;1.1428,1.4754,0;-4.0364,.0248,0;2.425,6.5879,0;-.0497,5.652,0;-.8177,5.0116,0;.7184,6.2924,0;-1.5857,4.3712,0;-3.0392,-1.722,0;1.8276,4.9621,0;-5.0675,3.438,0;-.4765,3.0409,0;-4.5316,.8935,0;-1.2243,-2.5946,0;-2.5266,.8762,0;-3.9594,2.1068,0;-2.1832,2.7454,0;3.1931,7.2283,0;-6.0023,1.9837,0;-5.1505,1.827,0;-6.2737,.5085,0;-4.4599,-1.3392,0;-5.0142,-1.0143,0;-.0394,-1.0481,0;-.5977,-1.3674,0;.3843,.3198,0;.3819,-.3227,0;-1.2628,.4457,0;-1.9907,-1.0391,0;-1.5419,1.9286,0;-2.9331,2.2532,0;-3.6804,4.1163,0;-3.0407,3.3477,0;-2.9762,4.0518,0;-6.0703,-1.4738,0;-6.7081,-.7036,0;-6.7743,-1.4076,0;-3.3376,-1.2533,0;-2.4749,-1.7591,0;-3.1592,-1.9375,0;-1.169,1.779,0;-.1842,1.9525,0;-.7633,2.3582,0;.9729,1.9457,0;1.3127,1.0052,0;1.6131,1.6453,0;-3.6048,-.2276,0;-4.468,.2772,0;-4.2888,-.4069,0;2.7452,6.2038,0;2.1048,6.9719,0;.2705,5.268,0;-.3699,6.036,0;-1.1379,5.3956,0;-.4975,4.6276,0;.6331,6.7851,0;-2.055,4.5437,0;-1.6088,-2.9142,0;-2.7731,1.3112,0;

Duplicates CHEMBL111514

mol2_Path /CCDB/ChEMBL/Database/Compound-0000100000-0000149999/Compound-0000111500-0000111749/CHEMBL111514.mol2

pdbqt_Path /CCDB/ChEMBL/Database/Compound-0000100000-0000149999/Compound-0000111500-0000111749/CHEMBL111514.pdbqt

sdf_Path /CCDB/ChEMBL/Database/Compound-0000100000-0000149999/Compound-0000111500-0000111749/CHEMBL111514.sdf

Formula	C₂₇H₄₁BrN₂O₉
MW	617.53
InChIKey	KSUHXCLMFNDGPR-CYSPOYASNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	80
Number_Heavy_Atoms	39
Number_Rings	3
Number_Bonds	82
Rotat_Bonds	13
Unbranched_Chain	4
Chiral_Centers	8
ONatoms	11
HB_Donor	4
HB_Acceptor	6
OpenEye_HB_Donors	4
OpenEye_HB_Acceptors	7
Lipinski_HB_Donors	4
Lipinski_HB_Acceptors	11
Lipinski_Violations	2
XLogP3	0
XLogP	1.95
logP	2.5467
PSA	160.49
MR	144.922
ABS	0.17
Solubility	moderately
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-396.10929
PM7_Total_Energy_ev	-7123.20389
PM7_Electronic_Energy_ev	-82161.3213
PM7_Dipole_Debye	9.21268
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-9.436
PM7_LUMO_Energy_ev	-0.434
PM7_COSMO_Area_square_ang	466.37
PM7_COSMO_Volue_cubic_ang	681.58
PM7_Electron_Affinity_ev	0.434
PM7_Ionization_Energy_ev	9.436
PM7_Energy_Gap_ev	9.002
PM7_Global_Hardness_ev	4.501
PM7_Global_Softness_ev	0.22217285047767163
PM7_Chemical_Potential_ev	-4.935
PM7_Electronigativity_ev	4.935
PM7_Back_Donation_Energy_ev	-1.12525
PM7_Electrophilicity_ev	2.7054237947122863
OPENEYE_Name	[(3~{R},4~{a}~{R},5~{S},6~{S},6~{a}~{S},10~{S},10~{a}~{R},10~{b}~{S})-6-[2-[(2-bromoacetyl)amino]ethylcarbamoyloxy]-10,10~{b}-dihydroxy-3,4~{a},7,7,10~{a}-pentamethyl-1-oxo-3-vinyl-5,6,6~{a},8,9,10-hexahydro-2~{H}-benzo[f]chromen-5-yl] acetate
SMILES	C1(=O)CC(OC2(C1(C3(C(C(C2OC(=O)C)OC(=O)NCCNC(=O)CBr)C(CCC3O)(C)C)C)O)C)(C=C)C
Canonical_SMILES	BrCC(=O)NCCNC(=O)O[C@@H]1[C@H](OC(=O)C)[C@@]2(C)O[C@@](C)(C=C)CC(=O)[C@@]2([C@@]2([C@@H]1C(C)(C)CC[C@@H]2O)C)O
InChI	1/C27H41BrN2O9/c1-8-24(5)13-17(33)27(36)25(6)16(32)9-10-23(3,4)20(25)19(21(37-15(2)31)26(27,7)39-24)38-22(35)30-12-11-29-18(34)14-28/h8,16,19-21,32,36H,1,9-14H2,2-7H3,(H,29,34)(H,30,35)/f/h29-30H
InChI_3D	1S/C27H41BrN2O9/c1-8-24(5)13-17(33)27(36)25(6)16(32)9-10-23(3,4)20(25)19(21(37-15(2)31)26(27,7)39-24)38-22(35)30-12-11-29-18(34)14-28/h8,16,19-21,32,36H,1,9-14H2,2-7H3,(H,29,34)(H,30,35)/t16-,19-,20-,21-,24-,25-,26+,27-/m0/s1
AuxInfo	1/1/N:2,19,22,23,20,21,24,3,8,9,26,27,7,25,5,11,1,4,12,10,13,6,17,15,16,18,14,39,28,29,32,35,30,31,33,36,37,38,34/E:(3,4)/F:m/E:m/rA:80cCCCCCCCCCCCCCCCCCCCCCCCCCCCNNOOOOOOOOOBrHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:;d2;;;;s1;;s8;;s8;s10;s12;s1;s3s7;s10s11s14;s9s10;s13s14;s5;s15;s16;s17;s17;s18;s4;;s26;s4s26;s6s27;d1;d4;d5;d6;s15s18;s11;s14;s5s13;s6s12;s25;s2;s2;s3;s7;s7;s8;s8;s9;s9;s10;s11;s12;s13;s19;s19;s19;s20;s20;s20;s21;s21;s21;s22;s22;s22;s23;s23;s23;s24;s24;s24;s25;s25;s26;s26;s27;s27;s28;s29;s35;s36;/rC:-3.5356,-.8539,0;-5.6216,1.6595,0;-5.8026,.676,0;1.657,5.9475,0;-4.1291,3.0923,0;-1.4151,3.3858,0;-4.5433,-.8462,0;-.5086,-.8754,0;;-1.5126,.8788,0;-1.5202,-.8698,0;-2.0126,1.7601,0;-3.0211,1.761,0;-3.0336,.0142,0;-5.0414,.0275,0;-2.0212,.0035,0;-.5031,.8809,0;-3.5316,.888,0;-3.3605,3.732,0;-6.3892,-1.0887,0;-2.9063,-1.5062,0;-.6766,1.8657,0;1.1428,1.4754,0;-4.0364,.0248,0;2.425,6.5879,0;-.0497,5.652,0;-.8177,5.0116,0;.7184,6.2924,0;-1.5857,4.3712,0;-3.0392,-1.722,0;1.8276,4.9621,0;-5.0675,3.438,0;-.4765,3.0409,0;-4.5316,.8935,0;-1.2243,-2.5946,0;-2.5266,.8762,0;-3.9594,2.1068,0;-2.1832,2.7454,0;3.1931,7.2283,0;-6.0023,1.9837,0;-5.1505,1.827,0;-6.2737,.5085,0;-4.4599,-1.3392,0;-5.0142,-1.0143,0;-.0394,-1.0481,0;-.5977,-1.3674,0;.3843,.3198,0;.3819,-.3227,0;-1.2628,.4457,0;-1.9907,-1.0391,0;-1.5419,1.9286,0;-2.9331,2.2532,0;-3.6804,4.1163,0;-3.0407,3.3477,0;-2.9762,4.0518,0;-6.0703,-1.4738,0;-6.7081,-.7036,0;-6.7743,-1.4076,0;-3.3376,-1.2533,0;-2.4749,-1.7591,0;-3.1592,-1.9375,0;-1.169,1.779,0;-.1842,1.9525,0;-.7633,2.3582,0;.9729,1.9457,0;1.3127,1.0052,0;1.6131,1.6453,0;-3.6048,-.2276,0;-4.468,.2772,0;-4.2888,-.4069,0;2.7452,6.2038,0;2.1048,6.9719,0;.2705,5.268,0;-.3699,6.036,0;-1.1379,5.3956,0;-.4975,4.6276,0;.6331,6.7851,0;-2.055,4.5437,0;-1.6088,-2.9142,0;-2.7731,1.3112,0;
Duplicates	CHEMBL111514
mol2_Path	/CCDB/ChEMBL/Database/Compound-0000100000-0000149999/Compound-0000111500-0000111749/CHEMBL111514.mol2
pdbqt_Path	/CCDB/ChEMBL/Database/Compound-0000100000-0000149999/Compound-0000111500-0000111749/CHEMBL111514.pdbqt
sdf_Path	/CCDB/ChEMBL/Database/Compound-0000100000-0000149999/Compound-0000111500-0000111749/CHEMBL111514.sdf