CompChem-Database: compound details

CompChem-Database: details for selected entry

DB14729 (11994)

Formula C₂₇H₂₁Cl₂N₃O₇

MW 570.38

InChIKey QEHOIJJIZXRMAN-VJSLDGLSNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 60

Number_Heavy_Atoms 39

Number_Rings 7

Number_Bonds 66

Rotat_Bonds 6

Unbranched_Chain 2

Chiral_Centers 5

ONatoms 10

HB_Donor 5

HB_Acceptor 5

OpenEye_HB_Donors 5

OpenEye_HB_Acceptors 7

Lipinski_HB_Donors 5

Lipinski_HB_Acceptors 10

Lipinski_Violations 1

XLogP3 0

XLogP 3

logP 3.0018

PSA 149.8

MR 148.055

ABS 0.55

Solubility moderately

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -160.39843

PM7_Total_Energy_ev -6756.7968

PM7_Electronic_Energy_ev -66069.29236

PM7_Dipole_Debye 6.14088

PM7_Point_Group C1

PM7_HOMO_Energy_ev -8.406

PM7_LUMO_Energy_ev -1.629

PM7_COSMO_Area_square_ang 465.39

PM7_COSMO_Volue_cubic_ang 590.12

PM7_Electron_Affinity_ev 1.629

PM7_Ionization_Energy_ev 8.406

PM7_Energy_Gap_ev 6.777

PM7_Global_Hardness_ev 3.3885

PM7_Global_Softness_ev 0.29511583296443855

PM7_Chemical_Potential_ev -5.0175

PM7_Electronigativity_ev 5.0175

PM7_Back_Donation_Energy_ev -0.847125

PM7_Electrophilicity_ev 3.7148157370517927

OPENEYE_Name 5,21-dichloro-3-[(2~{R},3~{R},4~{R},5~{S},6~{R})-3,4-dihydroxy-6-(hydroxymethyl)-5-methoxy-tetrahydropyran-2-yl]-3,13,23-triazahexacyclo[14.7.0.0^{2,10}.0^{4,9}.0^{11,15}.0^{17,22}]tricosa-1,4(9),5,7,10,15,17(22),18,20-nonaene-12,14-dione

SMILES c1cc2c3c4c(c5c6cccc(c6n(c5c3[nH]c2c(c1)Cl)C7C(C(C(C(O7)CO)OC)O)O)Cl)C(=O)NC4=O

Canonical_SMILES CO[C@@H]1[C@@H](CO)O[C@H]([C@@H]([C@H]1O)O)n1c2c(Cl)cccc2c2c1c1[nH]c3c(c1c1c2c(=O)[nH]c1=O)cccc3Cl

InChI 1/C27H21Cl2N3O7/c1-38-24-13(8-33)39-27(23(35)22(24)34)32-20-10(5-3-7-12(20)29)15-17-16(25(36)31-26(17)37)14-9-4-2-6-11(28)18(9)30-19(14)21(15)32/h2-7,13,22-24,27,30,33-35H,8H2,1H3,(H,31,36,37)/f/h31H

InChI_3D 1S/C27H21Cl2N3O7/c1-38-24-13(8-33)39-27(23(35)22(24)34)32-20-10(5-3-7-12(20)29)15-17-16(25(36)31-26(17)37)14-9-4-2-6-11(28)18(9)30-19(14)21(15)32/h2-7,13,22-24,27,30,33-35H,8H2,1H3,(H,31,36,37)/t13-,22-,23-,24-,27-/m1/s1

AuxInfo 1/1/N:26,1,2,3,4,5,6,27,7,8,17,18,24,9,10,11,12,13,15,14,16,21,23,22,19,20,25,38,39,28,30,29,36,34,35,31,32,37,33/F:m/rA:60cCCCCCCCCCCCCCCCCCCCCCCCCCCCNNNOOOOOOOClClHHHHHHHHHHHHHHHHHHHHH/rB:;d1;d2;s1;s2;s3;s4;s7;s8;d9;d10s11;d7;d8;s9;s10d15;d5s13;d6s14;s11;s12;;s21;s21;s22;s23;;s24;s13s15;s14s16s25;s19s20;d19;d20;s24s25;s21;s23;s27;s22s26;s17;s18;s1;s2;s3;s4;s5;s6;s21;s22;s23;s24;s25;s26;s26;s26;s27;s27;s28;s30;s34;s35;s36;/rC:6.4359,1.8865,0;.1747,5.8333,0;5.88,2.7177,0;1.1644,5.6903,0;5.994,.9894,0;-.4441,5.0477,0;4.8822,2.6519,0;1.5353,4.7616,0;4.1656,3.3494,0;2.4737,4.4159,0;4.2044,4.3486,0;3.3585,4.8819,0;4.4403,1.7548,0;.9166,3.976,0;3.2808,2.8834,0;2.4348,3.4167,0;4.9962,.9236,0;-.0731,4.1191,0;4.973,4.9884,0;3.6042,5.8512,0;;-.8675,.4975,0;.8675,.4975,0;-.8675,1.5027,0;.8675,1.5027,0;-1.5479,-1.3832,0;-2.5903,1.1954,0;3.4506,1.8979,0;1.4725,3.1448,0;4.602,5.9171,0;5.9423,4.7427,0;2.9644,6.6198,0;0,2.0104,0;1.1236,-1.3417,0;1.8525,.6702,0;-3.5748,1.0198,0;-1.2077,-.4429,0;4.5543,.0266,0;-.6919,3.3335,0;6.9349,1.9194,0;-.0108,6.2977,0;6.101,3.1663,0;1.4738,6.0831,0;6.272,.5738,0;-.939,5.1193,0;-.321,-.3833,0;-1.36,.5838,0;1.0376,.0273,0;-1.0404,1.9719,0;1.3597,1.4149,0;-1.0777,-1.5533,0;-2.0181,-1.2131,0;-1.718,-1.8534,0;-2.5025,.7032,0;-2.6781,1.6877,0;3.1018,1.5396,0;4.8687,6.34,0;.9521,-1.8113,0;2.1735,.2869,0;-3.7449,.5497,0;

Duplicates DB14729

mol2_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000014500-0000014749/DB14729.mol2

pdbqt_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000014500-0000014749/DB14729.pdbqt

sdf_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000014500-0000014749/DB14729.sdf

Formula	C₂₇H₂₁Cl₂N₃O₇
MW	570.38
InChIKey	QEHOIJJIZXRMAN-VJSLDGLSNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	60
Number_Heavy_Atoms	39
Number_Rings	7
Number_Bonds	66
Rotat_Bonds	6
Unbranched_Chain	2
Chiral_Centers	5
ONatoms	10
HB_Donor	5
HB_Acceptor	5
OpenEye_HB_Donors	5
OpenEye_HB_Acceptors	7
Lipinski_HB_Donors	5
Lipinski_HB_Acceptors	10
Lipinski_Violations	1
XLogP3	0
XLogP	3
logP	3.0018
PSA	149.8
MR	148.055
ABS	0.55
Solubility	moderately
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-160.39843
PM7_Total_Energy_ev	-6756.7968
PM7_Electronic_Energy_ev	-66069.29236
PM7_Dipole_Debye	6.14088
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-8.406
PM7_LUMO_Energy_ev	-1.629
PM7_COSMO_Area_square_ang	465.39
PM7_COSMO_Volue_cubic_ang	590.12
PM7_Electron_Affinity_ev	1.629
PM7_Ionization_Energy_ev	8.406
PM7_Energy_Gap_ev	6.777
PM7_Global_Hardness_ev	3.3885
PM7_Global_Softness_ev	0.29511583296443855
PM7_Chemical_Potential_ev	-5.0175
PM7_Electronigativity_ev	5.0175
PM7_Back_Donation_Energy_ev	-0.847125
PM7_Electrophilicity_ev	3.7148157370517927
OPENEYE_Name	5,21-dichloro-3-[(2~{R},3~{R},4~{R},5~{S},6~{R})-3,4-dihydroxy-6-(hydroxymethyl)-5-methoxy-tetrahydropyran-2-yl]-3,13,23-triazahexacyclo[14.7.0.0^{2,10}.0^{4,9}.0^{11,15}.0^{17,22}]tricosa-1,4(9),5,7,10,15,17(22),18,20-nonaene-12,14-dione
SMILES	c1cc2c3c4c(c5c6cccc(c6n(c5c3[nH]c2c(c1)Cl)C7C(C(C(C(O7)CO)OC)O)O)Cl)C(=O)NC4=O
Canonical_SMILES	CO[C@@H]1[C@@H](CO)O[C@H]([C@@H]([C@H]1O)O)n1c2c(Cl)cccc2c2c1c1[nH]c3c(c1c1c2c(=O)[nH]c1=O)cccc3Cl
InChI	1/C27H21Cl2N3O7/c1-38-24-13(8-33)39-27(23(35)22(24)34)32-20-10(5-3-7-12(20)29)15-17-16(25(36)31-26(17)37)14-9-4-2-6-11(28)18(9)30-19(14)21(15)32/h2-7,13,22-24,27,30,33-35H,8H2,1H3,(H,31,36,37)/f/h31H
InChI_3D	1S/C27H21Cl2N3O7/c1-38-24-13(8-33)39-27(23(35)22(24)34)32-20-10(5-3-7-12(20)29)15-17-16(25(36)31-26(17)37)14-9-4-2-6-11(28)18(9)30-19(14)21(15)32/h2-7,13,22-24,27,30,33-35H,8H2,1H3,(H,31,36,37)/t13-,22-,23-,24-,27-/m1/s1
AuxInfo	1/1/N:26,1,2,3,4,5,6,27,7,8,17,18,24,9,10,11,12,13,15,14,16,21,23,22,19,20,25,38,39,28,30,29,36,34,35,31,32,37,33/F:m/rA:60cCCCCCCCCCCCCCCCCCCCCCCCCCCCNNNOOOOOOOClClHHHHHHHHHHHHHHHHHHHHH/rB:;d1;d2;s1;s2;s3;s4;s7;s8;d9;d10s11;d7;d8;s9;s10d15;d5s13;d6s14;s11;s12;;s21;s21;s22;s23;;s24;s13s15;s14s16s25;s19s20;d19;d20;s24s25;s21;s23;s27;s22s26;s17;s18;s1;s2;s3;s4;s5;s6;s21;s22;s23;s24;s25;s26;s26;s26;s27;s27;s28;s30;s34;s35;s36;/rC:6.4359,1.8865,0;.1747,5.8333,0;5.88,2.7177,0;1.1644,5.6903,0;5.994,.9894,0;-.4441,5.0477,0;4.8822,2.6519,0;1.5353,4.7616,0;4.1656,3.3494,0;2.4737,4.4159,0;4.2044,4.3486,0;3.3585,4.8819,0;4.4403,1.7548,0;.9166,3.976,0;3.2808,2.8834,0;2.4348,3.4167,0;4.9962,.9236,0;-.0731,4.1191,0;4.973,4.9884,0;3.6042,5.8512,0;;-.8675,.4975,0;.8675,.4975,0;-.8675,1.5027,0;.8675,1.5027,0;-1.5479,-1.3832,0;-2.5903,1.1954,0;3.4506,1.8979,0;1.4725,3.1448,0;4.602,5.9171,0;5.9423,4.7427,0;2.9644,6.6198,0;0,2.0104,0;1.1236,-1.3417,0;1.8525,.6702,0;-3.5748,1.0198,0;-1.2077,-.4429,0;4.5543,.0266,0;-.6919,3.3335,0;6.9349,1.9194,0;-.0108,6.2977,0;6.101,3.1663,0;1.4738,6.0831,0;6.272,.5738,0;-.939,5.1193,0;-.321,-.3833,0;-1.36,.5838,0;1.0376,.0273,0;-1.0404,1.9719,0;1.3597,1.4149,0;-1.0777,-1.5533,0;-2.0181,-1.2131,0;-1.718,-1.8534,0;-2.5025,.7032,0;-2.6781,1.6877,0;3.1018,1.5396,0;4.8687,6.34,0;.9521,-1.8113,0;2.1735,.2869,0;-3.7449,.5497,0;
Duplicates	DB14729
mol2_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000014500-0000014749/DB14729.mol2
pdbqt_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000014500-0000014749/DB14729.pdbqt
sdf_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000014500-0000014749/DB14729.sdf