CompChem-Database: compound details

CompChem-Database: details for selected entry

DB06292 (5774)

Formula C₂₁H₂₅ClO₆

MW 408.88

InChIKey JVHXJTBJCFBINQ-UHFFFAOYNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 53

Number_Heavy_Atoms 28

Number_Rings 3

Number_Bonds 55

Rotat_Bonds 10

Unbranched_Chain 3

Chiral_Centers 5

ONatoms 6

HB_Donor 4

HB_Acceptor 4

OpenEye_HB_Donors 4

OpenEye_HB_Acceptors 5

Lipinski_HB_Donors 4

Lipinski_HB_Acceptors 6

Lipinski_Violations 0

XLogP3 0

XLogP 2.27

logP 1.8444

PSA 99.38

MR 104.823

ABS 0.55

Solubility highly

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -228.20749

PM7_Total_Energy_ev -4955.26277

PM7_Electronic_Energy_ev -40253.9524

PM7_Dipole_Debye 4.19426

PM7_Point_Group C1

PM7_HOMO_Energy_ev -8.88

PM7_LUMO_Energy_ev -0.214

PM7_COSMO_Area_square_ang 418.75

PM7_COSMO_Volue_cubic_ang 477.02

PM7_Electron_Affinity_ev 0.214

PM7_Ionization_Energy_ev 8.88

PM7_Energy_Gap_ev 8.666

PM7_Global_Hardness_ev 4.333

PM7_Global_Softness_ev 0.23078698361412417

PM7_Chemical_Potential_ev -4.547

PM7_Electronigativity_ev 4.547

PM7_Back_Donation_Energy_ev -1.08325

PM7_Electrophilicity_ev 2.385784560350796

OPENEYE_Name (2~{S},3~{R},4~{R},5~{S},6~{R})-2-[4-chloro-3-[(4-ethoxyphenyl)methyl]phenyl]-6-(hydroxymethyl)tetrahydropyran-3,4,5-triol

SMILES c1cc(c(cc1C2C(C(C(C(O2)CO)O)O)O)Cc3ccc(cc3)OCC)Cl

Canonical_SMILES CCOc1ccc(cc1)Cc1cc(ccc1Cl)[C@@H]1O[C@H](CO)[C@H]([C@@H]([C@H]1O)O)O

InChI 1/C21H25ClO6/c1-2-27-15-6-3-12(4-7-15)9-14-10-13(5-8-16(14)22)21-20(26)19(25)18(24)17(11-23)28-21/h3-8,10,17-21,23-26H,2,9,11H2,1H3

InChI_3D 1S/C21H25ClO6/c1-2-27-15-6-3-12(4-7-15)9-14-10-13(5-8-16(14)22)21-20(26)19(25)18(24)17(11-23)28-21/h3-8,10,17-21,23-26H,2,9,11H2,1H3/t17-,18-,19+,20-,21+/m1/s1

AuxInfo 1/0/N:18,21,2,3,1,4,5,6,19,7,20,9,8,10,11,12,17,16,15,14,13,28,26,25,24,23,27,22/E:(3,4)(6,7)/rA:53cCCCCCCCCCCCCCCCCCCCCCOOOOOOClHHHHHHHHHHHHHHHHHHHHHHHHH/rB:;;d2;s3;d1;;s1d7;s2d3;s7;s4d5;s6d10;s8;s13;s14;s15;s16;;s9s10;s17;s18;s13s17;s14;s15;s16;s20;s11s21;s12;s1;s2;s3;s4;s5;s6;s7;s13;s14;s15;s16;s17;s18;s18;s18;s19;s19;s20;s20;s21;s21;s23;s24;s25;s26;/rC:-3.2324,1.9621,0;-5.5766,-1.9808,0;-3.9434,-2.5662,0;-5.9158,-2.9271,0;-4.2825,-3.5125,0;-4.222,1.7856,0;-2.9278,.254,0;-2.5903,1.1954,0;-4.5921,-1.8052,0;-3.9173,.0776,0;-5.2704,-3.6977,0;-4.5695,.8424,0;-.8675,1.5027,0;-.8675,.4975,0;;.8675,.4975,0;.8675,1.5027,0;-7.5757,-4.996,0;-4.2547,-.8638,0;1.4725,3.1448,0;-6.5918,-4.8175,0;0,2.0104,0;-1.4629,-1.1481,0;1.1236,-1.3417,0;2.5912,.7997,0;1.8182,4.0831,0;-5.6078,-4.6391,0;-5.5539,.6668,0;-3.0616,2.432,0;-5.8993,-1.5989,0;-3.4515,-2.4762,0;-6.408,-3.0149,0;-3.9581,-3.8929,0;-4.543,2.1689,0;-2.6051,-.1279,0;-1.0404,1.9719,0;-1.36,.5838,0;-.321,-.3833,0;1.0376,.0273,0;1.3597,1.4149,0;-7.665,-4.5041,0;-7.4865,-5.488,0;-8.0677,-5.0853,0;-3.7841,-1.0325,0;-4.7254,-.6951,0;1.0033,3.3177,0;1.9417,2.9719,0;-6.5025,-5.3095,0;-6.681,-4.3256,0;-1.1407,-1.5305,0;.9521,-1.8113,0;2.9122,.4164,0;1.4983,4.4674,0;

Duplicates DB06292

mol2_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000006250-0000006499/DB06292.mol2

pdbqt_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000006250-0000006499/DB06292.pdbqt

sdf_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000006250-0000006499/DB06292.sdf

Formula	C₂₁H₂₅ClO₆
MW	408.88
InChIKey	JVHXJTBJCFBINQ-UHFFFAOYNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	53
Number_Heavy_Atoms	28
Number_Rings	3
Number_Bonds	55
Rotat_Bonds	10
Unbranched_Chain	3
Chiral_Centers	5
ONatoms	6
HB_Donor	4
HB_Acceptor	4
OpenEye_HB_Donors	4
OpenEye_HB_Acceptors	5
Lipinski_HB_Donors	4
Lipinski_HB_Acceptors	6
Lipinski_Violations	0
XLogP3	0
XLogP	2.27
logP	1.8444
PSA	99.38
MR	104.823
ABS	0.55
Solubility	highly
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-228.20749
PM7_Total_Energy_ev	-4955.26277
PM7_Electronic_Energy_ev	-40253.9524
PM7_Dipole_Debye	4.19426
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-8.88
PM7_LUMO_Energy_ev	-0.214
PM7_COSMO_Area_square_ang	418.75
PM7_COSMO_Volue_cubic_ang	477.02
PM7_Electron_Affinity_ev	0.214
PM7_Ionization_Energy_ev	8.88
PM7_Energy_Gap_ev	8.666
PM7_Global_Hardness_ev	4.333
PM7_Global_Softness_ev	0.23078698361412417
PM7_Chemical_Potential_ev	-4.547
PM7_Electronigativity_ev	4.547
PM7_Back_Donation_Energy_ev	-1.08325
PM7_Electrophilicity_ev	2.385784560350796
OPENEYE_Name	(2~{S},3~{R},4~{R},5~{S},6~{R})-2-[4-chloro-3-[(4-ethoxyphenyl)methyl]phenyl]-6-(hydroxymethyl)tetrahydropyran-3,4,5-triol
SMILES	c1cc(c(cc1C2C(C(C(C(O2)CO)O)O)O)Cc3ccc(cc3)OCC)Cl
Canonical_SMILES	CCOc1ccc(cc1)Cc1cc(ccc1Cl)[C@@H]1O[C@H](CO)[C@H]([C@@H]([C@H]1O)O)O
InChI	1/C21H25ClO6/c1-2-27-15-6-3-12(4-7-15)9-14-10-13(5-8-16(14)22)21-20(26)19(25)18(24)17(11-23)28-21/h3-8,10,17-21,23-26H,2,9,11H2,1H3
InChI_3D	1S/C21H25ClO6/c1-2-27-15-6-3-12(4-7-15)9-14-10-13(5-8-16(14)22)21-20(26)19(25)18(24)17(11-23)28-21/h3-8,10,17-21,23-26H,2,9,11H2,1H3/t17-,18-,19+,20-,21+/m1/s1
AuxInfo	1/0/N:18,21,2,3,1,4,5,6,19,7,20,9,8,10,11,12,17,16,15,14,13,28,26,25,24,23,27,22/E:(3,4)(6,7)/rA:53cCCCCCCCCCCCCCCCCCCCCCOOOOOOClHHHHHHHHHHHHHHHHHHHHHHHHH/rB:;;d2;s3;d1;;s1d7;s2d3;s7;s4d5;s6d10;s8;s13;s14;s15;s16;;s9s10;s17;s18;s13s17;s14;s15;s16;s20;s11s21;s12;s1;s2;s3;s4;s5;s6;s7;s13;s14;s15;s16;s17;s18;s18;s18;s19;s19;s20;s20;s21;s21;s23;s24;s25;s26;/rC:-3.2324,1.9621,0;-5.5766,-1.9808,0;-3.9434,-2.5662,0;-5.9158,-2.9271,0;-4.2825,-3.5125,0;-4.222,1.7856,0;-2.9278,.254,0;-2.5903,1.1954,0;-4.5921,-1.8052,0;-3.9173,.0776,0;-5.2704,-3.6977,0;-4.5695,.8424,0;-.8675,1.5027,0;-.8675,.4975,0;;.8675,.4975,0;.8675,1.5027,0;-7.5757,-4.996,0;-4.2547,-.8638,0;1.4725,3.1448,0;-6.5918,-4.8175,0;0,2.0104,0;-1.4629,-1.1481,0;1.1236,-1.3417,0;2.5912,.7997,0;1.8182,4.0831,0;-5.6078,-4.6391,0;-5.5539,.6668,0;-3.0616,2.432,0;-5.8993,-1.5989,0;-3.4515,-2.4762,0;-6.408,-3.0149,0;-3.9581,-3.8929,0;-4.543,2.1689,0;-2.6051,-.1279,0;-1.0404,1.9719,0;-1.36,.5838,0;-.321,-.3833,0;1.0376,.0273,0;1.3597,1.4149,0;-7.665,-4.5041,0;-7.4865,-5.488,0;-8.0677,-5.0853,0;-3.7841,-1.0325,0;-4.7254,-.6951,0;1.0033,3.3177,0;1.9417,2.9719,0;-6.5025,-5.3095,0;-6.681,-4.3256,0;-1.1407,-1.5305,0;.9521,-1.8113,0;2.9122,.4164,0;1.4983,4.4674,0;
Duplicates	DB06292
mol2_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000006250-0000006499/DB06292.mol2
pdbqt_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000006250-0000006499/DB06292.pdbqt
sdf_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000006250-0000006499/DB06292.sdf