CompChem-Database: compound details

CompChem-Database: details for selected entry

CHEMBL5197833 (2540733)

Formula C₂₂H₂₉BrO₃

MW 421.37

InChIKey JKEWXNIGTMQNQE-UHFFFAOYNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 55

Number_Heavy_Atoms 26

Number_Rings 4

Number_Bonds 58

Rotat_Bonds 5

Unbranched_Chain 4

Chiral_Centers 2

ONatoms 3

HB_Donor 1

HB_Acceptor 2

OpenEye_HB_Donors 1

OpenEye_HB_Acceptors 1

Lipinski_HB_Donors 1

Lipinski_HB_Acceptors 3

Lipinski_Violations 0

XLogP3 0

XLogP 4.54

logP 5.6128

PSA 46.53

MR 109.029

ABS 0.55

Solubility soluble

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -124.16819

PM7_Total_Energy_ev -4202.57717

PM7_Electronic_Energy_ev -36748.77149

PM7_Dipole_Debye 3.46574

PM7_Point_Group C1

PM7_HOMO_Energy_ev -9.035

PM7_LUMO_Energy_ev 0.105

PM7_COSMO_Area_square_ang 394.39

PM7_COSMO_Volue_cubic_ang 471.16

PM7_Electron_Affinity_ev -0.105

PM7_Ionization_Energy_ev 9.035

PM7_Energy_Gap_ev 9.14

PM7_Global_Hardness_ev 4.57

PM7_Global_Softness_ev 0.2188183807439825

PM7_Chemical_Potential_ev -4.465

PM7_Electronigativity_ev 4.465

PM7_Back_Donation_Energy_ev -1.1425

PM7_Electrophilicity_ev 2.181206236323851

OPENEYE_Name (6~{a}~{R},10~{a}~{R})-3-[1-(3-bromopropyl)cyclobutyl]-1-hydroxy-6,6-dimethyl-7,8,10,10~{a}-tetrahydro-6~{a}~{H}-benzo[c]chromen-9-one

SMILES c1c(cc(c2c1OC(C3C2CC(=O)CC3)(C)C)O)C4(CCC4)CCCBr

Canonical_SMILES BrCCCC1(CCC1)c1cc(O)c2c(c1)OC([C@H]1[C@H]2CC(=O)CC1)(C)C

InChI 1/C22H29BrO3/c1-21(2)17-6-5-15(24)13-16(17)20-18(25)11-14(12-19(20)26-21)22(7-3-8-22)9-4-10-23/h11-12,16-17,25H,3-10,13H2,1-2H3

InChI_3D 1S/C22H29BrO3/c1-21(2)17-6-5-15(24)13-16(17)20-18(25)11-14(12-19(20)26-21)22(7-3-8-22)9-4-10-23/h11-12,16-17,25H,3-10,13H2,1-2H3/t16-,17-/m1/s1

AuxInfo 1/0/N:18,19,11,21,8,10,12,13,20,22,2,1,9,3,7,14,15,6,5,4,17,16,26,23,25,24/E:(1,2)(7,8)/rA:55cCCCCCCCCCCCCCCCCCCCCCCOOOBrHHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:;d1s2;;s1d4;d2s4;;s7;s7;s8;;s11;s11;s4s9;s10s14;s3s12s13;s15;s17;s17;s16;s20;s21;d7;s5s17;s6;s22;s1;s2;s8;s8;s9;s9;s10;s10;s11;s11;s12;s12;s13;s13;s14;s15;s18;s18;s18;s19;s19;s19;s20;s20;s21;s21;s22;s22;s25;/rC:.5098,.866,0;.4981,-.8737,0;;2.0078,-.0133,0;1.5098,.8605,0;1.5058,-.8814,0;4.5328,-.9029,0;5.0414,-.0275,0;3.5212,-.8973,0;4.5383,.8534,0;-2.0069,-.9861,0;-2,.0139,0;-1.0069,-.993,0;3.0202,-.024,0;3.5288,.8513,0;-1,.007,0;3.0288,1.7326,0;2.7303,3.4569,0;4.6764,2.3224,0;-.9878,1.7569,0;-.9808,2.7569,0;-.9739,3.7569,0;5.0292,-1.771,0;2.0203,1.7335,0;2.0022,-1.7495,0;-.9669,4.7568,0;.2628,1.3007,0;.2453,-1.3051,0;5.4257,.2923,0;5.4233,-.3502,0;3.6058,-1.3901,0;3.0507,-1.0666,0;4.4516,1.3458,0;5.0086,1.0233,0;-2.0104,-1.4861,0;-2.5069,-.9826,0;-2.4999,.0174,0;-1.9965,.5139,0;-.5069,-.9965,0;-1.0104,-1.493,0;2.7731,.4107,0;3.7786,.4182,0;2.2376,3.3717,0;3.2229,3.5422,0;2.645,3.9496,0;4.5079,2.7931,0;4.8449,1.8516,0;5.1472,2.4909,0;-.4878,1.7534,0;-1.4878,1.7604,0;-1.4808,2.7604,0;-.4809,2.7534,0;-1.4739,3.7603,0;-.4739,3.7534,0;1.7504,-2.1815,0;

Duplicates CHEMBL5197833

mol2_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005197750-0005197999/CHEMBL5197833.mol2

pdbqt_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005197750-0005197999/CHEMBL5197833.pdbqt

sdf_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005197750-0005197999/CHEMBL5197833.sdf

Formula	C₂₂H₂₉BrO₃
MW	421.37
InChIKey	JKEWXNIGTMQNQE-UHFFFAOYNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	55
Number_Heavy_Atoms	26
Number_Rings	4
Number_Bonds	58
Rotat_Bonds	5
Unbranched_Chain	4
Chiral_Centers	2
ONatoms	3
HB_Donor	1
HB_Acceptor	2
OpenEye_HB_Donors	1
OpenEye_HB_Acceptors	1
Lipinski_HB_Donors	1
Lipinski_HB_Acceptors	3
Lipinski_Violations	0
XLogP3	0
XLogP	4.54
logP	5.6128
PSA	46.53
MR	109.029
ABS	0.55
Solubility	soluble
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-124.16819
PM7_Total_Energy_ev	-4202.57717
PM7_Electronic_Energy_ev	-36748.77149
PM7_Dipole_Debye	3.46574
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-9.035
PM7_LUMO_Energy_ev	0.105
PM7_COSMO_Area_square_ang	394.39
PM7_COSMO_Volue_cubic_ang	471.16
PM7_Electron_Affinity_ev	-0.105
PM7_Ionization_Energy_ev	9.035
PM7_Energy_Gap_ev	9.14
PM7_Global_Hardness_ev	4.57
PM7_Global_Softness_ev	0.2188183807439825
PM7_Chemical_Potential_ev	-4.465
PM7_Electronigativity_ev	4.465
PM7_Back_Donation_Energy_ev	-1.1425
PM7_Electrophilicity_ev	2.181206236323851
OPENEYE_Name	(6~{a}~{R},10~{a}~{R})-3-[1-(3-bromopropyl)cyclobutyl]-1-hydroxy-6,6-dimethyl-7,8,10,10~{a}-tetrahydro-6~{a}~{H}-benzo[c]chromen-9-one
SMILES	c1c(cc(c2c1OC(C3C2CC(=O)CC3)(C)C)O)C4(CCC4)CCCBr
Canonical_SMILES	BrCCCC1(CCC1)c1cc(O)c2c(c1)OC([C@H]1[C@H]2CC(=O)CC1)(C)C
InChI	1/C22H29BrO3/c1-21(2)17-6-5-15(24)13-16(17)20-18(25)11-14(12-19(20)26-21)22(7-3-8-22)9-4-10-23/h11-12,16-17,25H,3-10,13H2,1-2H3
InChI_3D	1S/C22H29BrO3/c1-21(2)17-6-5-15(24)13-16(17)20-18(25)11-14(12-19(20)26-21)22(7-3-8-22)9-4-10-23/h11-12,16-17,25H,3-10,13H2,1-2H3/t16-,17-/m1/s1
AuxInfo	1/0/N:18,19,11,21,8,10,12,13,20,22,2,1,9,3,7,14,15,6,5,4,17,16,26,23,25,24/E:(1,2)(7,8)/rA:55cCCCCCCCCCCCCCCCCCCCCCCOOOBrHHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:;d1s2;;s1d4;d2s4;;s7;s7;s8;;s11;s11;s4s9;s10s14;s3s12s13;s15;s17;s17;s16;s20;s21;d7;s5s17;s6;s22;s1;s2;s8;s8;s9;s9;s10;s10;s11;s11;s12;s12;s13;s13;s14;s15;s18;s18;s18;s19;s19;s19;s20;s20;s21;s21;s22;s22;s25;/rC:.5098,.866,0;.4981,-.8737,0;;2.0078,-.0133,0;1.5098,.8605,0;1.5058,-.8814,0;4.5328,-.9029,0;5.0414,-.0275,0;3.5212,-.8973,0;4.5383,.8534,0;-2.0069,-.9861,0;-2,.0139,0;-1.0069,-.993,0;3.0202,-.024,0;3.5288,.8513,0;-1,.007,0;3.0288,1.7326,0;2.7303,3.4569,0;4.6764,2.3224,0;-.9878,1.7569,0;-.9808,2.7569,0;-.9739,3.7569,0;5.0292,-1.771,0;2.0203,1.7335,0;2.0022,-1.7495,0;-.9669,4.7568,0;.2628,1.3007,0;.2453,-1.3051,0;5.4257,.2923,0;5.4233,-.3502,0;3.6058,-1.3901,0;3.0507,-1.0666,0;4.4516,1.3458,0;5.0086,1.0233,0;-2.0104,-1.4861,0;-2.5069,-.9826,0;-2.4999,.0174,0;-1.9965,.5139,0;-.5069,-.9965,0;-1.0104,-1.493,0;2.7731,.4107,0;3.7786,.4182,0;2.2376,3.3717,0;3.2229,3.5422,0;2.645,3.9496,0;4.5079,2.7931,0;4.8449,1.8516,0;5.1472,2.4909,0;-.4878,1.7534,0;-1.4878,1.7604,0;-1.4808,2.7604,0;-.4809,2.7534,0;-1.4739,3.7603,0;-.4739,3.7534,0;1.7504,-2.1815,0;
Duplicates	CHEMBL5197833
mol2_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005197750-0005197999/CHEMBL5197833.mol2
pdbqt_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005197750-0005197999/CHEMBL5197833.pdbqt
sdf_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005197750-0005197999/CHEMBL5197833.sdf