Supplementary Material for:
MMFF VI. The MMFF94s Option for Energy
Minimization Studies.
THOMAS A. HALGREN
Molecular Systems, Merck Research Laboratories, P.O. Box 2000, Rahway, NJ 07065
TABLE I-SM. _________________________________________
Observed and Calculated Pyramidalization at Trigonal Delocalized Nitrogen
Average Wilson angle (deg.)
Category
refcode
aObserved
MMFF94
MMFF94s
1° amides
ACEMID03 7 14 0
ASPARM06 0 40 17
BZAMID02 18 23 5
FACET01 1 0 0
FEHDAX01 3 14 2
SECAZC02 9 37 0
1° ureas
UREAOH12 4 39 10
UREAXX08 0 41 0
UROXAL01 4 41 0
" 8 41 0
1° acyclic thioamides
THACEM01 0 0 0
THIOUR04 4 32 0
ADENOS01 9 40 1
AMBACO07 51 44 14
MEADEN02 16 40 0
MELAMI04 14 46 0
" 17 47 0
" 38 46 0
OPHDAH01 41 59 48
1° amidines and guanidines
CYGUAN01 14 40 3
AMCLPY11 1 53 33
FORAMO01 20 43 0
NTRGUA01 0 48 9
" 4 48 15
2° amides and ureas
GLYGLY04 6 44 30
HIPPAC02 3 26 5
NALCYS02 1 12 5
SECAZC02 40 39 0
2° amidines and guanidines
CBOATZ02 7 35 9
CYGUAN01 36 25 13
2° hydroxamic acids
UREAOH12 15 32 10
3° acyclic amides
CIXWEL 9 16 4
" 3 16 4
DAHBAP 4 9 2
DOTREJ 4 9 3
FEPLOB 14 4 5
GAMGUW 2 1 1
JEDYOG 3 10 2
SICYAE 0 7 1
VENXIV 3 11 4
3° 5-ring amides
BISMEV02 12 22 11
BOCGLP02 2 4 2
DEKRUG 17 18 5
DIRCAI 2 21 11
DOTREJ 4 16 3
" 1 6 1
DUVNAJ 6 4 3
FAMDUS 6 3 2
FAMFEE 5 6 4
FIFCEC 14 21 13
" 18 10 7
" 17 9 7
" 2 23 13
FIWNUU 7 8 7
FIWPAC 11 7 4
GICSOA 20 17 3
KODFUE 1 0 0
KOJPII 4 5 3
SEJSIJ 11 22 14
" 0 0 0
3° 6-ring amides
CIRZUY 3 16 3
DECKUR 28 25 14
DECLAY 31 30 21
DESPUM 1 17 12
DINSUO10 16 17 8
" 29 22 12
FEPLOB 7 11 4
FETXUX 2 18 6
FEVNUP 15 18 10
FUSHIK 19 27 19
GEYBUH 13 4 3
GICSOA 2 11 3
" 8 10 6
GOJPUQ 10 3 2
HYTPRD01 3 11 4
JIYVES 15 20 8
KASPID 3 20 1
SAFWOL 1 20 3
SAFWUR 1 20 2
VAXROB 11 22 1
3° 8-ring amides
KEXXUG 0 14 2
KEXYAN 8 15 4
3° bicyclic amides
COXMAD 20 29 17
CUCKOA 18 20 12
FIVXUD 4 0 1
FIYYUH 0 27 0
GIMJUH 3 15 7
JISDUK 3 14 8
KASKIY 22 31 18
KASNOH 3 18 0
KOHJUM 2 11 6
SIMDUN 48 41 36
VEBFIR 43 39 34
3° acyclic ureas
JODTOL 11 22 2
JODTUR 11 22 2
JODVAZ 10 22 2
FETXUX 13 0 6
SACVOH 26 26 19
3° bicyclic ureas
JEHWIC 1 1 1
KICROD 38 32 25
" 33 32 25
3° 6-ring hydroxamic acids
DAHBAP 3 5 3
3° acyclic thioamides
ETHUSS02 3 2 2
METHUS03 1 4 2
SICYEI 5 17 3
3° acyclic thioureas
FENJOX 1 8 4
JABCIY 1 18 9
JEFRAN 1 15 1
3° cyclic thioamides
COTXEO 2 19 2
CUFJUI 1 15 1
FURJAD 0 5 4
" 3 5 4
3° bicyclic thioureas
FENJIR 44 40 33
3° acyclic enamines
BYITOT02 4 25 13
CIZYEP 11 15 7
DICYOD 3 1 1
JOFTED 3 2 1
MNETAN01 4 17 5
3° aromatic amines
BUKJOG10 16 25 0
DEFTUD 3 21 8
DEFVAL 1 18 8
DIXJEZ 1 29 0
DIWWEL 45 44 33
DMAFBZ01 13 26 0
DOCXUA 22 25 2
FAVCOU 7 21 6
FAWWIJ 15 42 8
FUMVIS 1 34 8
FUVNEP 2 26 2
GAKSAM 0 24 0
GILYOP 42 26 0
JEXREJ 1 26 2
KAHTOC 4 38 0
" 20 38 0
" 22 38 0
KEZYET 10 24 2
MPABZS02 4 26 2
PDABZA01 0 26 0
SEJNEA 7 15 8
VEJCIW 0 10 0
VEKMON 2 0 0
VUXKAA 2 20 7
3° cyclic/bicyclic aromatic amines
COBMUB 33 44 29
CUZJOW 23 30 14
DEGRIQ 56 50 46
" 50 50 46
FIFZID 16 32 17
JITMII 27 19 10
3° cyclic enamines
DARDEF 44 33 19
DARDIJ 44 33 22
DARDOP 33 20 9
DECKUR 5 13 6
DECLAY 3 14 8
DUWRES 39 34 2
KIBDII 0 12 6
KOKMIG 10 18 3
PIMTAZ01 44 42 27
SAWJIJ 43 43 27
SICGAM 44 39 29
SEMWEM 20 30 9
SICGAM 16 30 17
VATCOI 16 24 12
VAXROB 43 40 27
VEHZOX 7 30 9
3° guanidines/amidines
CUZDOQ 4 18 6
DUPHIF 7 22 9
" 9 2 0
JEFRAN 2 15 9
" 1 21 8
PHOSLB10 8 29 18
" 14 22 5
SAPMUR 1 22 10
SAYNIP 9 14 8
VUYKUV 2 21 10
3° acyclic sulfonamides
GESSUS 33 36 36
JAVGES 14 20 20
3° 6-ring sulfonamides
KAVSOP 40 38 38
VOGKIL 42 40 40
3° large-ring sulfonamides
SACTUL 20 26 26
“ 30 26 26
