CompChem-Database: compound details

CompChem-Database: details for selected entry

DB02316 (2582)

Formula C₂₂H₂₁Cl₂NO₅

MW 450.32

InChIKey JTGPYFFQVOIJKR-SKKVRFOWNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 51

Number_Heavy_Atoms 30

Number_Rings 3

Number_Bonds 53

Rotat_Bonds 12

Unbranched_Chain 5

Chiral_Centers 0

ONatoms 6

HB_Donor 2

HB_Acceptor 4

OpenEye_HB_Donors 2

OpenEye_HB_Acceptors 2

Lipinski_HB_Donors 2

Lipinski_HB_Acceptors 6

Lipinski_Violations 0

XLogP3 0

XLogP 2.46

logP 5.8703

PSA 88.76

MR 116.965

ABS 0.55

Solubility moderately

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -175.59078

PM7_Total_Energy_ev -5182.33749

PM7_Electronic_Energy_ev -41066.28696

PM7_Dipole_Debye 2.86554

PM7_Point_Group C1

PM7_HOMO_Energy_ev -8.46

PM7_LUMO_Energy_ev -0.872

PM7_COSMO_Area_square_ang 440.46

PM7_COSMO_Volue_cubic_ang 504.65

PM7_Electron_Affinity_ev 0.872

PM7_Ionization_Energy_ev 8.46

PM7_Energy_Gap_ev 7.588

PM7_Global_Hardness_ev 3.794

PM7_Global_Softness_ev 0.2635740643120717

PM7_Chemical_Potential_ev -4.666

PM7_Electronigativity_ev 4.666

PM7_Back_Donation_Energy_ev -0.9485

PM7_Electrophilicity_ev 2.869208750658935

OPENEYE_Name 1-(5-carboxypentyl)-5-[(2,6-dichlorophenyl)methoxy]indole-2-carboxylic acid

SMILES c1cc(c(c(c1)Cl)COc2ccc3c(c2)cc(n3CCCCCC(=O)O)C(=O)O)Cl

Canonical_SMILES OC(=O)CCCCCn1c(cc2c1ccc(c2)OCc1c(Cl)cccc1Cl)C(=O)O

InChI 1/C22H21Cl2NO5/c23-17-5-4-6-18(24)16(17)13-30-15-8-9-19-14(11-15)12-20(22(28)29)25(19)10-3-1-2-7-21(26)27/h4-6,8-9,11-12H,1-3,7,10,13H2,(H,26,27)(H,28,29)/f/h26,28H

InChI_3D 1S/C22H21Cl2NO5/c23-17-5-4-6-18(24)16(17)13-30-15-8-9-19-14(11-15)12-20(22(28)29)25(19)10-3-1-2-7-21(26)27/h4-6,8-9,11-12H,1-3,7,10,13H2,(H,26,27)(H,28,29)

AuxInfo 1/1/N:20,19,21,1,4,5,18,3,2,22,6,7,17,8,11,9,12,13,10,14,16,15,29,30,23,25,27,24,26,28/E:(5,6)(17,18)(23,24)(26,27)(28,29)/F:20,19,21,1,4,5,18,3,2,22,6,7,17,8,11,9,12,13,10,14,16,15,29,30,23,27,25,26,24,28/E:(5,6)(17,18)(23,24)/rA:51nCCCCCCCCCCCCCCCCCCCCCCNOOOOOClClHHHHHHHHHHHHHHHHHHHHH/rB:;d2;d1;s1;;;s6s7;;s2d8;s3d6;s4d9;d5s9;d7;s14;;s9;s16;s18;s19;s20;s21;s10s14s22;d15;d16;s15;s16;s11s17;s12;s13;s1;s2;s3;s4;s5;s6;s7;s17;s17;s18;s18;s19;s19;s20;s20;s21;s21;s22;s22;s26;s27;/rC:-.8506,-4.5064,0;.868,1.5138,0;0,1.0058,0;.0118,-4,0;-1.7233,-4.0076,0;.868,-.4978,0;2.6938,-.3125,0;1.736,-.0012,0;-.8624,-2.5012,0;1.736,1.0058,0;;.0103,-3,0;-1.7336,-3.0025,0;3.2858,.5023,0;4.2858,.5024,0;4.5478,7.0233,0;-.8639,-1.5013,0;4.2388,6.0722,0;3.9298,5.1211,0;3.6208,4.1701,0;3.3118,3.219,0;3.0028,2.268,0;2.6938,1.3169,0;4.7859,-.3636,0;5.526,7.2312,0;4.7857,1.3684,0;3.8787,7.7664,0;-.8653,-.5013,0;.8749,-2.4975,0;-2.6019,-2.5063,0;-.8476,-5.0064,0;.868,2.0138,0;-.4337,1.2545,0;.4459,-4.2481,0;-2.1545,-4.2608,0;.8677,-.9978,0;2.8483,-.788,0;-1.3639,-1.502,0;-.3639,-1.5005,0;4.7144,5.9177,0;3.7633,6.2267,0;4.4054,4.9666,0;3.4543,5.2756,0;4.0963,4.0156,0;3.1453,4.3246,0;3.7873,3.0645,0;2.8363,3.3735,0;3.4783,2.1135,0;2.5273,2.4225,0;5.2857,1.3684,0;4.0332,8.2419,0;

Duplicates DB02316

mol2_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000002250-0000002499/DB02316.mol2

pdbqt_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000002250-0000002499/DB02316.pdbqt

sdf_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000002250-0000002499/DB02316.sdf

Formula	C₂₂H₂₁Cl₂NO₅
MW	450.32
InChIKey	JTGPYFFQVOIJKR-SKKVRFOWNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	51
Number_Heavy_Atoms	30
Number_Rings	3
Number_Bonds	53
Rotat_Bonds	12
Unbranched_Chain	5
Chiral_Centers	0
ONatoms	6
HB_Donor	2
HB_Acceptor	4
OpenEye_HB_Donors	2
OpenEye_HB_Acceptors	2
Lipinski_HB_Donors	2
Lipinski_HB_Acceptors	6
Lipinski_Violations	0
XLogP3	0
XLogP	2.46
logP	5.8703
PSA	88.76
MR	116.965
ABS	0.55
Solubility	moderately
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-175.59078
PM7_Total_Energy_ev	-5182.33749
PM7_Electronic_Energy_ev	-41066.28696
PM7_Dipole_Debye	2.86554
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-8.46
PM7_LUMO_Energy_ev	-0.872
PM7_COSMO_Area_square_ang	440.46
PM7_COSMO_Volue_cubic_ang	504.65
PM7_Electron_Affinity_ev	0.872
PM7_Ionization_Energy_ev	8.46
PM7_Energy_Gap_ev	7.588
PM7_Global_Hardness_ev	3.794
PM7_Global_Softness_ev	0.2635740643120717
PM7_Chemical_Potential_ev	-4.666
PM7_Electronigativity_ev	4.666
PM7_Back_Donation_Energy_ev	-0.9485
PM7_Electrophilicity_ev	2.869208750658935
OPENEYE_Name	1-(5-carboxypentyl)-5-[(2,6-dichlorophenyl)methoxy]indole-2-carboxylic acid
SMILES	c1cc(c(c(c1)Cl)COc2ccc3c(c2)cc(n3CCCCCC(=O)O)C(=O)O)Cl
Canonical_SMILES	OC(=O)CCCCCn1c(cc2c1ccc(c2)OCc1c(Cl)cccc1Cl)C(=O)O
InChI	1/C22H21Cl2NO5/c23-17-5-4-6-18(24)16(17)13-30-15-8-9-19-14(11-15)12-20(22(28)29)25(19)10-3-1-2-7-21(26)27/h4-6,8-9,11-12H,1-3,7,10,13H2,(H,26,27)(H,28,29)/f/h26,28H
InChI_3D	1S/C22H21Cl2NO5/c23-17-5-4-6-18(24)16(17)13-30-15-8-9-19-14(11-15)12-20(22(28)29)25(19)10-3-1-2-7-21(26)27/h4-6,8-9,11-12H,1-3,7,10,13H2,(H,26,27)(H,28,29)
AuxInfo	1/1/N:20,19,21,1,4,5,18,3,2,22,6,7,17,8,11,9,12,13,10,14,16,15,29,30,23,25,27,24,26,28/E:(5,6)(17,18)(23,24)(26,27)(28,29)/F:20,19,21,1,4,5,18,3,2,22,6,7,17,8,11,9,12,13,10,14,16,15,29,30,23,27,25,26,24,28/E:(5,6)(17,18)(23,24)/rA:51nCCCCCCCCCCCCCCCCCCCCCCNOOOOOClClHHHHHHHHHHHHHHHHHHHHH/rB:;d2;d1;s1;;;s6s7;;s2d8;s3d6;s4d9;d5s9;d7;s14;;s9;s16;s18;s19;s20;s21;s10s14s22;d15;d16;s15;s16;s11s17;s12;s13;s1;s2;s3;s4;s5;s6;s7;s17;s17;s18;s18;s19;s19;s20;s20;s21;s21;s22;s22;s26;s27;/rC:-.8506,-4.5064,0;.868,1.5138,0;0,1.0058,0;.0118,-4,0;-1.7233,-4.0076,0;.868,-.4978,0;2.6938,-.3125,0;1.736,-.0012,0;-.8624,-2.5012,0;1.736,1.0058,0;;.0103,-3,0;-1.7336,-3.0025,0;3.2858,.5023,0;4.2858,.5024,0;4.5478,7.0233,0;-.8639,-1.5013,0;4.2388,6.0722,0;3.9298,5.1211,0;3.6208,4.1701,0;3.3118,3.219,0;3.0028,2.268,0;2.6938,1.3169,0;4.7859,-.3636,0;5.526,7.2312,0;4.7857,1.3684,0;3.8787,7.7664,0;-.8653,-.5013,0;.8749,-2.4975,0;-2.6019,-2.5063,0;-.8476,-5.0064,0;.868,2.0138,0;-.4337,1.2545,0;.4459,-4.2481,0;-2.1545,-4.2608,0;.8677,-.9978,0;2.8483,-.788,0;-1.3639,-1.502,0;-.3639,-1.5005,0;4.7144,5.9177,0;3.7633,6.2267,0;4.4054,4.9666,0;3.4543,5.2756,0;4.0963,4.0156,0;3.1453,4.3246,0;3.7873,3.0645,0;2.8363,3.3735,0;3.4783,2.1135,0;2.5273,2.4225,0;5.2857,1.3684,0;4.0332,8.2419,0;
Duplicates	DB02316
mol2_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000002250-0000002499/DB02316.mol2
pdbqt_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000002250-0000002499/DB02316.pdbqt
sdf_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000002250-0000002499/DB02316.sdf