CompChem-Database: compound details

CompChem-Database: details for selected entry

ChEBI178983_s0 (95040)

Formula C₂₃H₂₂O₅

MW 378.42

InChIKey LVANTWLBTIEHSX-UHFFFAOYNA-N

Entry_Date 2023-11-01

Net_Charge 0

Number_Atoms 50

Number_Heavy_Atoms 28

Number_Rings 4

Number_Bonds 53

Rotat_Bonds 5

Unbranched_Chain 3

Chiral_Centers 1

ONatoms 5

HB_Donor 2

HB_Acceptor 3

OpenEye_HB_Donors 2

OpenEye_HB_Acceptors 1

Lipinski_HB_Donors 2

Lipinski_HB_Acceptors 5

Lipinski_Violations 0

XLogP3 0

XLogP 3.42

logP 5.2681

PSA 79.9

MR 111.718

ABS 0.55

Solubility poorly

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -154.17678

PM7_Total_Energy_ev -4598.17672

PM7_Electronic_Energy_ev -37432.51985

PM7_Dipole_Debye 4.60946

PM7_Point_Group C1

PM7_HOMO_Energy_ev -8.776

PM7_LUMO_Energy_ev -1.109

PM7_COSMO_Area_square_ang 387.65

PM7_COSMO_Volue_cubic_ang 446.37

PM7_Electron_Affinity_ev 1.109

PM7_Ionization_Energy_ev 8.776

PM7_Energy_Gap_ev 7.667

PM7_Global_Hardness_ev 3.8335

PM7_Global_Softness_ev 0.2608582235554976

PM7_Chemical_Potential_ev -4.9425

PM7_Electronigativity_ev 4.9425

PM7_Back_Donation_Energy_ev -0.958375

PM7_Electrophilicity_ev 3.1861622864223293

OPENEYE_Name (3~{R})-6,11-dihydroxy-3-methyl-3-(4-methylpent-3-enyl)pyrano[2,3-c]xanthen-7-one

SMILES c1cc2c(c(c1)O)oc3c4c(cc(c3c2=O)O)OC(C=C4)(C)CCC=C(C)C

Canonical_SMILES CC(=CCC[C@]1(C)C=Cc2c(O1)cc(c1c2oc2c(O)cccc2c1=O)O)C

InChI 1/C23H22O5/c1-13(2)6-5-10-23(3)11-9-14-18(28-23)12-17(25)19-20(26)15-7-4-8-16(24)21(15)27-22(14)19/h4,6-9,11-12,24-25H,5,10H2,1-3H3

InChI_3D 1S/C23H22O5/c1-13(2)6-5-10-23(3)11-9-14-18(28-23)12-17(25)19-20(26)15-7-4-8-16(24)21(15)27-22(14)19/h4,6-9,11-12,24-25H,5,10H2,1-3H3/t23-/m1/s1

AuxInfo 1/0/N:19,20,21,1,22,16,2,3,13,23,14,4,17,6,5,11,12,8,7,15,9,10,18,27,28,24,25,26/E:(1,2)/rA:50cCCCCCCCCCCCCCCCCCCCCCCCOOOOOHHHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;;s2;;;d4s6;d5;d6s7;d3s9;s4d7;s6;d13;s5s7;;d16;s14;s17;s17;s18;s16;s18s22;d15;s9s10;s8s18;s11;s12;s1;s2;s3;s4;s13;s14;s16;s19;s19;s19;s20;s20;s20;s21;s21;s21;s22;s22;s23;s23;s27;s28;/rC:-6.1156,-2.5002,0;-5.2449,-2.9996,0;-6.1156,-1.4914,0;-.8964,-2.5132,0;-4.3785,-2.5002,0;-1.7617,-.9968,0;-2.6355,-2.5051,0;-.8877,-1.5106,0;-4.3742,-1.4914,0;-2.6308,-1.4988,0;-5.2449,-.9818,0;-1.771,-3.0096,0;-1.7588,.0143,0;-.874,.5136,0;-3.5117,-3.0056,0;3.6867,-.6864,0;4.0197,-1.6293,0;;3.3696,-2.3892,0;5.0028,-1.8123,0;.3501,.9367,0;2.7035,-.5033,0;1.7204,-.3203,0;-3.5161,-4.0056,0;-3.5031,-.9878,0;-.0106,-1.0132,0;-5.2449,.0182,0;-1.777,-4.0096,0;-6.5483,-2.7508,0;-5.2444,-3.4996,0;-6.5493,-1.2427,0;-.4654,-2.7667,0;-2.1902,.267,0;-.8696,1.0136,0;4.0117,-.3064,0;2.9897,-2.0641,0;3.7496,-2.7142,0;3.0446,-2.7691,0;5.0943,-1.3208,0;4.9113,-2.3039,0;5.4944,-1.9038,0;-.1183,1.1118,0;.8185,.7617,0;.5251,1.4051,0;2.612,-.9949,0;2.7951,-.0118,0;1.812,.1712,0;1.6289,-.8119,0;-5.6779,.2682,0;-1.3455,-4.2622,0;

Duplicates ChEBI178983_s0

mol2_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000178750-0000178999/ChEBI178983_s0.mol2

pdbqt_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000178750-0000178999/ChEBI178983_s0.pdbqt

sdf_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000178750-0000178999/ChEBI178983_s0.sdf

Formula	C₂₃H₂₂O₅
MW	378.42
InChIKey	LVANTWLBTIEHSX-UHFFFAOYNA-N
Entry_Date	2023-11-01
Net_Charge	0
Number_Atoms	50
Number_Heavy_Atoms	28
Number_Rings	4
Number_Bonds	53
Rotat_Bonds	5
Unbranched_Chain	3
Chiral_Centers	1
ONatoms	5
HB_Donor	2
HB_Acceptor	3
OpenEye_HB_Donors	2
OpenEye_HB_Acceptors	1
Lipinski_HB_Donors	2
Lipinski_HB_Acceptors	5
Lipinski_Violations	0
XLogP3	0
XLogP	3.42
logP	5.2681
PSA	79.9
MR	111.718
ABS	0.55
Solubility	poorly
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-154.17678
PM7_Total_Energy_ev	-4598.17672
PM7_Electronic_Energy_ev	-37432.51985
PM7_Dipole_Debye	4.60946
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-8.776
PM7_LUMO_Energy_ev	-1.109
PM7_COSMO_Area_square_ang	387.65
PM7_COSMO_Volue_cubic_ang	446.37
PM7_Electron_Affinity_ev	1.109
PM7_Ionization_Energy_ev	8.776
PM7_Energy_Gap_ev	7.667
PM7_Global_Hardness_ev	3.8335
PM7_Global_Softness_ev	0.2608582235554976
PM7_Chemical_Potential_ev	-4.9425
PM7_Electronigativity_ev	4.9425
PM7_Back_Donation_Energy_ev	-0.958375
PM7_Electrophilicity_ev	3.1861622864223293
OPENEYE_Name	(3~{R})-6,11-dihydroxy-3-methyl-3-(4-methylpent-3-enyl)pyrano[2,3-c]xanthen-7-one
SMILES	c1cc2c(c(c1)O)oc3c4c(cc(c3c2=O)O)OC(C=C4)(C)CCC=C(C)C
Canonical_SMILES	CC(=CCC[C@]1(C)C=Cc2c(O1)cc(c1c2oc2c(O)cccc2c1=O)O)C
InChI	1/C23H22O5/c1-13(2)6-5-10-23(3)11-9-14-18(28-23)12-17(25)19-20(26)15-7-4-8-16(24)21(15)27-22(14)19/h4,6-9,11-12,24-25H,5,10H2,1-3H3
InChI_3D	1S/C23H22O5/c1-13(2)6-5-10-23(3)11-9-14-18(28-23)12-17(25)19-20(26)15-7-4-8-16(24)21(15)27-22(14)19/h4,6-9,11-12,24-25H,5,10H2,1-3H3/t23-/m1/s1
AuxInfo	1/0/N:19,20,21,1,22,16,2,3,13,23,14,4,17,6,5,11,12,8,7,15,9,10,18,27,28,24,25,26/E:(1,2)/rA:50cCCCCCCCCCCCCCCCCCCCCCCCOOOOOHHHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;;s2;;;d4s6;d5;d6s7;d3s9;s4d7;s6;d13;s5s7;;d16;s14;s17;s17;s18;s16;s18s22;d15;s9s10;s8s18;s11;s12;s1;s2;s3;s4;s13;s14;s16;s19;s19;s19;s20;s20;s20;s21;s21;s21;s22;s22;s23;s23;s27;s28;/rC:-6.1156,-2.5002,0;-5.2449,-2.9996,0;-6.1156,-1.4914,0;-.8964,-2.5132,0;-4.3785,-2.5002,0;-1.7617,-.9968,0;-2.6355,-2.5051,0;-.8877,-1.5106,0;-4.3742,-1.4914,0;-2.6308,-1.4988,0;-5.2449,-.9818,0;-1.771,-3.0096,0;-1.7588,.0143,0;-.874,.5136,0;-3.5117,-3.0056,0;3.6867,-.6864,0;4.0197,-1.6293,0;;3.3696,-2.3892,0;5.0028,-1.8123,0;.3501,.9367,0;2.7035,-.5033,0;1.7204,-.3203,0;-3.5161,-4.0056,0;-3.5031,-.9878,0;-.0106,-1.0132,0;-5.2449,.0182,0;-1.777,-4.0096,0;-6.5483,-2.7508,0;-5.2444,-3.4996,0;-6.5493,-1.2427,0;-.4654,-2.7667,0;-2.1902,.267,0;-.8696,1.0136,0;4.0117,-.3064,0;2.9897,-2.0641,0;3.7496,-2.7142,0;3.0446,-2.7691,0;5.0943,-1.3208,0;4.9113,-2.3039,0;5.4944,-1.9038,0;-.1183,1.1118,0;.8185,.7617,0;.5251,1.4051,0;2.612,-.9949,0;2.7951,-.0118,0;1.812,.1712,0;1.6289,-.8119,0;-5.6779,.2682,0;-1.3455,-4.2622,0;
Duplicates	ChEBI178983_s0
mol2_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000178750-0000178999/ChEBI178983_s0.mol2
pdbqt_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000178750-0000178999/ChEBI178983_s0.pdbqt
sdf_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000178750-0000178999/ChEBI178983_s0.sdf