CompChem-Database: compound details

CompChem-Database: details for selected entry

DB01196 (1403)

Formula C₂₃H₃₁Cl₂NO₃

MW 440.41

InChIKey FRPJXPJMRWBBIH-UHFFFAOYNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 60

Number_Heavy_Atoms 29

Number_Rings 4

Number_Bonds 63

Rotat_Bonds 8

Unbranched_Chain 3

Chiral_Centers 5

ONatoms 4

HB_Donor 1

HB_Acceptor 2

OpenEye_HB_Donors 1

OpenEye_HB_Acceptors 2

Lipinski_HB_Donors 1

Lipinski_HB_Acceptors 4

Lipinski_Violations 0

XLogP3 0

XLogP 4.78

logP 5.182

PSA 49.77

MR 117.801

ABS 0.55

Solubility soluble

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -153.70042

PM7_Total_Energy_ev -4850.69715

PM7_Electronic_Energy_ev -42371.13974

PM7_Dipole_Debye 3.8043

PM7_Point_Group C1

PM7_HOMO_Energy_ev -9.311

PM7_LUMO_Energy_ev -0.228

PM7_COSMO_Area_square_ang 440.98

PM7_COSMO_Volue_cubic_ang 526.92

PM7_Electron_Affinity_ev 0.228

PM7_Ionization_Energy_ev 9.311

PM7_Energy_Gap_ev 9.083

PM7_Global_Hardness_ev 4.5415

PM7_Global_Softness_ev 0.2201915666629968

PM7_Chemical_Potential_ev -4.7695

PM7_Electronigativity_ev 4.7695

PM7_Back_Donation_Energy_ev -1.135375

PM7_Electrophilicity_ev 2.5044732192007046

OPENEYE_Name [(8~{R},9~{S},13~{S},14~{S},17~{S})-17-hydroxy-13-methyl-6,7,8,9,11,12,14,15,16,17-decahydrocyclopenta[a]phenanthren-3-yl] ~{N},~{N}-bis(2-chloroethyl)carbamate

SMILES c1cc(cc2c1C3CCC4(C(C3CC2)CCC4O)C)OC(=O)N(CCCl)CCCl

Canonical_SMILES ClCCN(C(=O)Oc1ccc2c(c1)CC[C@@H]1[C@@H]2CC[C@]2([C@H]1CC[C@@H]2O)C)CCCl

InChI 1/C23H31Cl2NO3/c1-23-9-8-18-17-5-3-16(29-22(28)26(12-10-24)13-11-25)14-15(17)2-4-19(18)20(23)6-7-21(23)27/h3,5,14,18-21,27H,2,4,6-13H2,1H3

InChI_3D 1S/C23H31Cl2NO3/c1-23-9-8-18-17-5-3-16(29-22(28)26(12-10-24)13-11-25)14-15(17)2-4-19(18)20(23)6-7-21(23)27/h3,5,14,18-21,27H,2,4,6-13H2,1H3/t18-,19-,20+,21+,23+/m1/s1

AuxInfo 1/0/N:19,8,2,9,1,11,12,10,13,22,23,20,21,3,5,6,4,14,15,16,17,7,18,28,29,24,26,25,27/E:(10,11)(12,13)(24,25)/rA:60cCCCCCCCCCCCCCCCCCCCCCCCNOOOClClHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;;s1;s3d4;s2d3;;s5;s8;;;s11;s10;s4s10;s9s14;s11s15;s12;s13s16s17;s18;;;s20;s21;s7s20s21;d7;s17;s6s7;s22;s23;s1;s2;s3;s8;s8;s9;s9;s10;s10;s11;s11;s12;s12;s13;s13;s14;s15;s16;s17;s19;s19;s19;s20;s20;s21;s21;s22;s22;s23;s23;s26;/rC:.8679,1.5135,0;0,1.0056,0;.8679,-.4977,0;1.7358,1.0056,0;1.7371,0,0;;-1.732,-.0025,0;2.6037,-.4989,0;3.4748,.0023,0;2.5967,2.5196,0;6.0915,1.5061,0;6.0928,2.5162,0;3.4743,3.0237,0;2.6012,1.5123,0;3.4759,1.0071,0;4.3477,1.5084,0;5.2187,3.0279,0;4.349,2.5184,0;5.2163,2.0206,0;-3.4641,-.0051,0;-2.5959,-1.5038,0;-4.3309,.4937,0;-2.5944,-2.5038,0;-2.5973,-.5038,0;-1.7335,.9975,0;6.3461,4.3663,0;-.8653,-.5013,0;-5.1976,.9924,0;-2.593,-3.5038,0;.8679,2.0135,0;-.4337,1.2543,0;.8677,-.9977,0;2.9249,-.8821,0;2.2824,-.882,0;3.9673,.0885,0;3.6452,-.4678,0;2.1045,2.4317,0;2.4257,2.9894,0;6.5915,1.5054,0;6.0908,1.0061,0;6.2659,2.9853,0;6.585,2.428,0;3.1535,3.4072,0;3.796,3.4064,0;2.6027,1.0123,0;3.4764,1.5071,0;4.4764,1.0252,0;4.8965,3.4102,0;5.4652,2.4542,0;4.9674,1.5869,0;5.6499,1.7717,0;-3.7135,-.4384,0;-3.2147,.4283,0;-2.0959,-1.5031,0;-3.0959,-1.5045,0;-4.5802,.0603,0;-4.0815,.927,0;-3.0944,-2.5045,0;-2.0944,-2.5031,0;6.176,4.8365,0;

Duplicates DB01196

mol2_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000001000-0000001249/DB01196.mol2

pdbqt_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000001000-0000001249/DB01196.pdbqt

sdf_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000001000-0000001249/DB01196.sdf

Formula	C₂₃H₃₁Cl₂NO₃
MW	440.41
InChIKey	FRPJXPJMRWBBIH-UHFFFAOYNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	60
Number_Heavy_Atoms	29
Number_Rings	4
Number_Bonds	63
Rotat_Bonds	8
Unbranched_Chain	3
Chiral_Centers	5
ONatoms	4
HB_Donor	1
HB_Acceptor	2
OpenEye_HB_Donors	1
OpenEye_HB_Acceptors	2
Lipinski_HB_Donors	1
Lipinski_HB_Acceptors	4
Lipinski_Violations	0
XLogP3	0
XLogP	4.78
logP	5.182
PSA	49.77
MR	117.801
ABS	0.55
Solubility	soluble
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-153.70042
PM7_Total_Energy_ev	-4850.69715
PM7_Electronic_Energy_ev	-42371.13974
PM7_Dipole_Debye	3.8043
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-9.311
PM7_LUMO_Energy_ev	-0.228
PM7_COSMO_Area_square_ang	440.98
PM7_COSMO_Volue_cubic_ang	526.92
PM7_Electron_Affinity_ev	0.228
PM7_Ionization_Energy_ev	9.311
PM7_Energy_Gap_ev	9.083
PM7_Global_Hardness_ev	4.5415
PM7_Global_Softness_ev	0.2201915666629968
PM7_Chemical_Potential_ev	-4.7695
PM7_Electronigativity_ev	4.7695
PM7_Back_Donation_Energy_ev	-1.135375
PM7_Electrophilicity_ev	2.5044732192007046
OPENEYE_Name	[(8~{R},9~{S},13~{S},14~{S},17~{S})-17-hydroxy-13-methyl-6,7,8,9,11,12,14,15,16,17-decahydrocyclopenta[a]phenanthren-3-yl] ~{N},~{N}-bis(2-chloroethyl)carbamate
SMILES	c1cc(cc2c1C3CCC4(C(C3CC2)CCC4O)C)OC(=O)N(CCCl)CCCl
Canonical_SMILES	ClCCN(C(=O)Oc1ccc2c(c1)CC[C@@H]1[C@@H]2CC[C@]2([C@H]1CC[C@@H]2O)C)CCCl
InChI	1/C23H31Cl2NO3/c1-23-9-8-18-17-5-3-16(29-22(28)26(12-10-24)13-11-25)14-15(17)2-4-19(18)20(23)6-7-21(23)27/h3,5,14,18-21,27H,2,4,6-13H2,1H3
InChI_3D	1S/C23H31Cl2NO3/c1-23-9-8-18-17-5-3-16(29-22(28)26(12-10-24)13-11-25)14-15(17)2-4-19(18)20(23)6-7-21(23)27/h3,5,14,18-21,27H,2,4,6-13H2,1H3/t18-,19-,20+,21+,23+/m1/s1
AuxInfo	1/0/N:19,8,2,9,1,11,12,10,13,22,23,20,21,3,5,6,4,14,15,16,17,7,18,28,29,24,26,25,27/E:(10,11)(12,13)(24,25)/rA:60cCCCCCCCCCCCCCCCCCCCCCCCNOOOClClHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;;s1;s3d4;s2d3;;s5;s8;;;s11;s10;s4s10;s9s14;s11s15;s12;s13s16s17;s18;;;s20;s21;s7s20s21;d7;s17;s6s7;s22;s23;s1;s2;s3;s8;s8;s9;s9;s10;s10;s11;s11;s12;s12;s13;s13;s14;s15;s16;s17;s19;s19;s19;s20;s20;s21;s21;s22;s22;s23;s23;s26;/rC:.8679,1.5135,0;0,1.0056,0;.8679,-.4977,0;1.7358,1.0056,0;1.7371,0,0;;-1.732,-.0025,0;2.6037,-.4989,0;3.4748,.0023,0;2.5967,2.5196,0;6.0915,1.5061,0;6.0928,2.5162,0;3.4743,3.0237,0;2.6012,1.5123,0;3.4759,1.0071,0;4.3477,1.5084,0;5.2187,3.0279,0;4.349,2.5184,0;5.2163,2.0206,0;-3.4641,-.0051,0;-2.5959,-1.5038,0;-4.3309,.4937,0;-2.5944,-2.5038,0;-2.5973,-.5038,0;-1.7335,.9975,0;6.3461,4.3663,0;-.8653,-.5013,0;-5.1976,.9924,0;-2.593,-3.5038,0;.8679,2.0135,0;-.4337,1.2543,0;.8677,-.9977,0;2.9249,-.8821,0;2.2824,-.882,0;3.9673,.0885,0;3.6452,-.4678,0;2.1045,2.4317,0;2.4257,2.9894,0;6.5915,1.5054,0;6.0908,1.0061,0;6.2659,2.9853,0;6.585,2.428,0;3.1535,3.4072,0;3.796,3.4064,0;2.6027,1.0123,0;3.4764,1.5071,0;4.4764,1.0252,0;4.8965,3.4102,0;5.4652,2.4542,0;4.9674,1.5869,0;5.6499,1.7717,0;-3.7135,-.4384,0;-3.2147,.4283,0;-2.0959,-1.5031,0;-3.0959,-1.5045,0;-4.5802,.0603,0;-4.0815,.927,0;-3.0944,-2.5045,0;-2.0944,-2.5031,0;6.176,4.8365,0;
Duplicates	DB01196
mol2_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000001000-0000001249/DB01196.mol2
pdbqt_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000001000-0000001249/DB01196.pdbqt
sdf_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000001000-0000001249/DB01196.sdf