CompChem-Database: compound details

CompChem-Database: details for selected entry

CHEMBL5187772 (2529708)

Formula C₂₇H₃₁NO₆

MW 465.55

InChIKey ACFKYXFKWFLXOY-UHFFFAOYNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 65

Number_Heavy_Atoms 34

Number_Rings 6

Number_Bonds 70

Rotat_Bonds 6

Unbranched_Chain 2

Chiral_Centers 8

ONatoms 7

HB_Donor 3

HB_Acceptor 4

OpenEye_HB_Donors 3

OpenEye_HB_Acceptors 5

Lipinski_HB_Donors 3

Lipinski_HB_Acceptors 7

Lipinski_Violations 0

XLogP3 0

XLogP 2.36

logP 2.7732

PSA 108.85

MR 124.464

ABS 0.55

Solubility moderately

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -177.8701

PM7_Total_Energy_ev -5691.3028

PM7_Electronic_Energy_ev -56637.1422

PM7_Dipole_Debye 4.4582

PM7_Point_Group C1

PM7_HOMO_Energy_ev -8.875

PM7_LUMO_Energy_ev -0.533

PM7_COSMO_Area_square_ang 430.44

PM7_COSMO_Volue_cubic_ang 546.72

PM7_Electron_Affinity_ev 0.533

PM7_Ionization_Energy_ev 8.875

PM7_Energy_Gap_ev 8.342

PM7_Global_Hardness_ev 4.171

PM7_Global_Softness_ev 0.2397506593143131

PM7_Chemical_Potential_ev -4.704

PM7_Electronigativity_ev 4.704

PM7_Back_Donation_Energy_ev -1.04275

PM7_Electrophilicity_ev 2.652555262526972

OPENEYE_Name [(1~{R},2~{S},5~{S},8~{R},9~{S},10~{S},11~{R},18~{R})-9,10-dihydroxy-12,12-dimethyl-6-methylene-7-oxo-17-oxapentacyclo[7.6.2.1^{5,8}.0^{1,11}.0^{2,8}]octadec-14-en-18-yl] (~{E})-3-(1~{H}-pyrrol-2-yl)prop-2-enoate

SMILES c1cc([nH]c1)C=CC(=O)OC2C3C(=C)C(=O)C24C(CC3)C56C=CCC(C5C(C4(OC6)O)O)(C)C

Canonical_SMILES O=C(O[C@@H]1[C@H]2CC[C@@H]3[C@@]1(C(=O)C2=C)[C@]1(O)OC[C@@]23C=CCC([C@H]2[C@@H]1O)(C)C)/C=C/c1ccc[nH]1

InChI 1/C27H31NO6/c1-15-17-8-9-18-25-12-5-11-24(2,3)20(25)22(31)27(32,33-14-25)26(18,21(15)30)23(17)34-19(29)10-7-16-6-4-13-28-16/h4-7,10,12-13,17-18,20,22-23,28,31-32H,1,8-9,11,14H2,2-3H3

InChI_3D 1S/C27H31NO6/c1-15-17-8-9-18-25-12-5-11-24(2,3)20(25)22(31)27(32,33-14-25)26(18,21(15)30)23(17)34-19(29)10-7-16-6-4-13-28-16/h4-7,10,12-13,17-18,20,22-23,28,31-32H,1,8-9,11,14H2,2-3H3/b10-7+/t17-,18-,20+,22-,23+,25+,26-,27+/m0/s1

AuxInfo 1/0/N:9,26,27,1,5,2,10,14,15,11,13,6,3,16,7,4,17,18,12,19,8,21,20,24,22,23,25,28,30,29,32,33,31,34/E:(2,3)/rA:65cCCCCCCCCCCCCCCCCCCCCCCCCCCCNOOOOOOHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:s1;d1;d2;;d5;;s7;d7;s4;w10;s11;s5;;s14;;s7s14;s15;;s17;s19;s6s16s18s19;s8s18s20;s13s19;s21s23;s24;s24;s3s4;d8;d12;s16s25;s21;s25;s12s20;s1;s2;s3;s5;s6;s9;s9;s10;s11;s13;s13;s14;s14;s15;s15;s16;s16;s17;s18;s19;s20;s21;s26;s26;s26;s27;s27;s27;s28;s32;s33;/rC:;1.0015,0,0;-.3065,.9518,0;1.3133,.9518,0;6.6468,.6376,0;7.6253,.8442,0;5.9908,2.1167,0;6.8561,1.6155,0;5.8877,3.1114,0;2.2648,1.2595,0;3.007,.5893,0;3.9585,.897,0;6.3365,-.313,0;7.983,-.8505,0;8.2934,.1001,0;5.0477,-1.4701,0;5.2467,1.4486,0;7.6253,.8442,0;7.983,-.8505,0;5.6522,.5345,0;7.0046,-1.0571,0;8.2934,.1001,0;6.6468,.6376,0;7.0046,-1.0571,0;6.3365,-.313,0;6.1558,-1.5858,0;7.6579,-2.6806,0;.5008,1.5426,0;7.7702,2.021,0;4.1678,1.8749,0;5.3581,-.5195,0;7.3779,-1.9848,0;5.7934,-1.9766,0;4.7007,.2268,0;-.2944,-.4041,0;1.2949,-.4049,0;-.7821,1.1061,0;6.3128,1.0097,0;7.7805,1.3195,0;6.2926,3.4047,0;5.4312,3.3154,0;2.3694,1.7484,0;2.9024,.1004,0;5.8954,-.0776,0;6.0281,-.7066,0;7.9998,-1.3502,0;8.4781,-.9208,0;8.7345,-.1353,0;8.6018,.4937,0;4.6066,-1.2348,0;4.7393,-1.8637,0;5.0929,1.9244,0;7.4701,.3689,0;7.649,-.4785,0;5.7554,.0453,0;6.5802,-1.3214,0;5.8914,-1.1614,0;6.4202,-2.0102,0;5.7314,-1.8502,0;8.1217,-2.4939,0;7.194,-2.8672,0;7.8445,-3.1444,0;.5,2.0426,0;7.8729,-2.055,0;5.3042,-2.0798,0;

Duplicates CHEMBL5187772

mol2_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005187750-0005187999/CHEMBL5187772.mol2

pdbqt_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005187750-0005187999/CHEMBL5187772.pdbqt

sdf_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005187750-0005187999/CHEMBL5187772.sdf

Formula	C₂₇H₃₁NO₆
MW	465.55
InChIKey	ACFKYXFKWFLXOY-UHFFFAOYNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	65
Number_Heavy_Atoms	34
Number_Rings	6
Number_Bonds	70
Rotat_Bonds	6
Unbranched_Chain	2
Chiral_Centers	8
ONatoms	7
HB_Donor	3
HB_Acceptor	4
OpenEye_HB_Donors	3
OpenEye_HB_Acceptors	5
Lipinski_HB_Donors	3
Lipinski_HB_Acceptors	7
Lipinski_Violations	0
XLogP3	0
XLogP	2.36
logP	2.7732
PSA	108.85
MR	124.464
ABS	0.55
Solubility	moderately
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-177.8701
PM7_Total_Energy_ev	-5691.3028
PM7_Electronic_Energy_ev	-56637.1422
PM7_Dipole_Debye	4.4582
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-8.875
PM7_LUMO_Energy_ev	-0.533
PM7_COSMO_Area_square_ang	430.44
PM7_COSMO_Volue_cubic_ang	546.72
PM7_Electron_Affinity_ev	0.533
PM7_Ionization_Energy_ev	8.875
PM7_Energy_Gap_ev	8.342
PM7_Global_Hardness_ev	4.171
PM7_Global_Softness_ev	0.2397506593143131
PM7_Chemical_Potential_ev	-4.704
PM7_Electronigativity_ev	4.704
PM7_Back_Donation_Energy_ev	-1.04275
PM7_Electrophilicity_ev	2.652555262526972
OPENEYE_Name	[(1~{R},2~{S},5~{S},8~{R},9~{S},10~{S},11~{R},18~{R})-9,10-dihydroxy-12,12-dimethyl-6-methylene-7-oxo-17-oxapentacyclo[7.6.2.1^{5,8}.0^{1,11}.0^{2,8}]octadec-14-en-18-yl] (~{E})-3-(1~{H}-pyrrol-2-yl)prop-2-enoate
SMILES	c1cc([nH]c1)C=CC(=O)OC2C3C(=C)C(=O)C24C(CC3)C56C=CCC(C5C(C4(OC6)O)O)(C)C
Canonical_SMILES	O=C(O[C@@H]1[C@H]2CC[C@@H]3[C@@]1(C(=O)C2=C)[C@]1(O)OC[C@@]23C=CCC([C@H]2[C@@H]1O)(C)C)/C=C/c1ccc[nH]1
InChI	1/C27H31NO6/c1-15-17-8-9-18-25-12-5-11-24(2,3)20(25)22(31)27(32,33-14-25)26(18,21(15)30)23(17)34-19(29)10-7-16-6-4-13-28-16/h4-7,10,12-13,17-18,20,22-23,28,31-32H,1,8-9,11,14H2,2-3H3
InChI_3D	1S/C27H31NO6/c1-15-17-8-9-18-25-12-5-11-24(2,3)20(25)22(31)27(32,33-14-25)26(18,21(15)30)23(17)34-19(29)10-7-16-6-4-13-28-16/h4-7,10,12-13,17-18,20,22-23,28,31-32H,1,8-9,11,14H2,2-3H3/b10-7+/t17-,18-,20+,22-,23+,25+,26-,27+/m0/s1
AuxInfo	1/0/N:9,26,27,1,5,2,10,14,15,11,13,6,3,16,7,4,17,18,12,19,8,21,20,24,22,23,25,28,30,29,32,33,31,34/E:(2,3)/rA:65cCCCCCCCCCCCCCCCCCCCCCCCCCCCNOOOOOOHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:s1;d1;d2;;d5;;s7;d7;s4;w10;s11;s5;;s14;;s7s14;s15;;s17;s19;s6s16s18s19;s8s18s20;s13s19;s21s23;s24;s24;s3s4;d8;d12;s16s25;s21;s25;s12s20;s1;s2;s3;s5;s6;s9;s9;s10;s11;s13;s13;s14;s14;s15;s15;s16;s16;s17;s18;s19;s20;s21;s26;s26;s26;s27;s27;s27;s28;s32;s33;/rC:;1.0015,0,0;-.3065,.9518,0;1.3133,.9518,0;6.6468,.6376,0;7.6253,.8442,0;5.9908,2.1167,0;6.8561,1.6155,0;5.8877,3.1114,0;2.2648,1.2595,0;3.007,.5893,0;3.9585,.897,0;6.3365,-.313,0;7.983,-.8505,0;8.2934,.1001,0;5.0477,-1.4701,0;5.2467,1.4486,0;7.6253,.8442,0;7.983,-.8505,0;5.6522,.5345,0;7.0046,-1.0571,0;8.2934,.1001,0;6.6468,.6376,0;7.0046,-1.0571,0;6.3365,-.313,0;6.1558,-1.5858,0;7.6579,-2.6806,0;.5008,1.5426,0;7.7702,2.021,0;4.1678,1.8749,0;5.3581,-.5195,0;7.3779,-1.9848,0;5.7934,-1.9766,0;4.7007,.2268,0;-.2944,-.4041,0;1.2949,-.4049,0;-.7821,1.1061,0;6.3128,1.0097,0;7.7805,1.3195,0;6.2926,3.4047,0;5.4312,3.3154,0;2.3694,1.7484,0;2.9024,.1004,0;5.8954,-.0776,0;6.0281,-.7066,0;7.9998,-1.3502,0;8.4781,-.9208,0;8.7345,-.1353,0;8.6018,.4937,0;4.6066,-1.2348,0;4.7393,-1.8637,0;5.0929,1.9244,0;7.4701,.3689,0;7.649,-.4785,0;5.7554,.0453,0;6.5802,-1.3214,0;5.8914,-1.1614,0;6.4202,-2.0102,0;5.7314,-1.8502,0;8.1217,-2.4939,0;7.194,-2.8672,0;7.8445,-3.1444,0;.5,2.0426,0;7.8729,-2.055,0;5.3042,-2.0798,0;
Duplicates	CHEMBL5187772
mol2_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005187750-0005187999/CHEMBL5187772.mol2
pdbqt_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005187750-0005187999/CHEMBL5187772.pdbqt
sdf_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005187750-0005187999/CHEMBL5187772.sdf