Functional Groups list that are used in Pirika program

2011.11.15

Properties Estimation: Functional Groups list that are used in Pirika program.

The pirika program or YMB function implement to HSPiP, Functional group (FG) is determined by program automatically. Some program such as Joback method, you need input FG number manually, but it cause to miss input. FG for ring, hetero atom with resonance are also very hard to input manually.

JOBACK method:

-CH3	-CH2- (R)	-OH (phenol)	>NH
>CH2	>CH- (R)	-O-	>NH (R)
>CH-	>C< (R)	-O- (R)	>N-
>C<	＝CH- (R)	>C=O	-N＝
＝CH2	＝C< (R)	>C=O (R)	-N＝ (R)
＝CH-	-F	O=CH- (aldehyde)	-CN
＝C<	-Cl	-COOH	-NO2
＝C＝	-Br	-COO-	-SH
#CH	-I	＝O	-S-
#C-	-OH (alcohol)	NH2	-S- (R)

(Si deleted)　#: means triple bond

Pirika method:

CH3	CH2(R)	t-Bu	NH	-N=	COOCO
CH2	CH(R)	O	NH(R)	COO(R)	COOCO(R)
CH	C(R)	O(R)	N	N(R)	Pr
C	=CH(R)	C=O	3-OH	H(C=O)	i-Pr
=CH2	=C(R)	C=O(R)	H(N)	NHCO	Bu
=CH	CH2CH2	HCO	C#N	NHCO(R)	2-Bu
=C	CH2CH2(R)	COOH	NO2	NCO	i-Bu
=C=	Et	COO	SH	NCO(R)
#CH	SS	2-OH	S	OCOO
#C	OH	NH2	S(R)	OCOO(R)

Can not handle Halogen atoms and aromatics.

Pirika method for Halogenated compounds

CH3	CCl2	OH
CH2F	CFCl	COO
CHF2	CH	>N-
CF3	CF	>N- (R)
CH2Cl	CCl	OMe
CHCl2	F	>CH2 (R)
CCl3	Cl	>CF2 (R)
CF2Cl	Br	>CH (R)
CFCl2	I	>C<
CHFCl	H	>C< (R)
CH2	CH2CH3	>C＝
CHF	O	CHF2CF2
CF2	O (R)	C2F5
CHCl	C＝O
CH2=	CH=

For the design of alternative CFCs.

Newest FG: YMB-3.X, pirika new HTML5 program

Alkane groups

1	CH3	16	Bu	23	CH2CH2
2	CH2	17	2_Bu	24	CH2CH2_R
3	CH	18	iso_Bu	25	CH2CH2CH2
4	C	19	ter_Bu	110	CH2CH2CH2_R
11	CH2_R	20	Pr	128	CH2CH2CH2CH2
12	CH_R	21	iso_Pr	129	CH2CH2CH2CH2_R
13	C_R	22	Et	26	CH3_C_CH3

Olefine groups

5	CH2:	9	#CH
6	CH:	10	#C
7	C:	14	CH:_R
8	:C:	15	C:_R

Hydroxy groups

27	OH	117	OH@Ph
28	2_OH	121	OH@N
29	3_OH	147	OH_Other

Ketone groups

32	C:O	166	C:O_R@AR
33	C:O_R	120	C:O@Hal
165	C:O@AR	136	C:O@N

C=C=O (Can not calculate ketene)

Ester groups

36	COO	161	COO@AR
37	COO_R	162	COO_R@AR
101	HCOO

Carboxylic acid groups

COOH

COOH@AR

Aldehyde groups

HCO

100

CHO@Ar

Nitrile groups

C#N

C#N@AR

Acid anhydride groups, Carbonate groups

57	OCOO	59	COOCO
58	OCOO_R	60	COOCO_R

Ether groups and other oxygen

30	O	130	O@P	106	O_reso
31	O_R	131	O@S	112	O-ethylene
102	O_R@AR	132	O@Si	151	O@Other
167	O@AR	104	OO	156	O_EPO
122	O@N			135	O:

Ether is attached to CF2, answer is not good.

Sulfer groups

46	SH	103	S@AR
47	S	105	S_R@AR
48	S_R	160	SH@AR
49	SS

Other Sulfer groups

52	S:O	107	COS
119	S:	108	S_reso
		127	S{:O}2

If SO2 is attached to Nitrogen, answer is not good.

Amine groups

38	NH2	87	NH2@Ar
39	NH	163	NH@AR
40	NH_R	164	NH_R@AR
41	N	139	N@AR
42	N_R	140	N_R@AR

Other nitrogen groups

153	N:C	144	N:_reso	50	N3res
154	N:C_R	157	N:CH	51	NHres
155	N:N	158	N:CH_R	43	N:
				148	N#C

Nitro groups

NO2

NO2@AR

134

NO3

Amide urethane groups

53	NHCO	55	NCO	99	NHCOO
54	NHCO_R	56	NCO_R	152	C:ONHC:O

Aromatic groups

63	Ph	123	3s_Ph	141	1s_Naph	159	C:_rrr
65	o_Ph	124	4s_Ph	142	2s_Naph	145	CH:_reso
66	m_Ph	125	5s_Ph	143	3s_Naph	146	C:_reso
67	p_Ph	126	6s_Ph

C:_reso Resonance carbon
CH:_reso Resonance carbon
C:_rrr The resonance carbon such as center naphtalene
Xs_Ph: X is substitution number

Halogen Atom

88	H
89	F	93	F@Ar	109	F_Ole
90	Cl	94	Cl@Ar	118	Cl_Ole
91	Br	95	Br@Ar
92	I	96	I@Ar

88, H is very bad parameter. The average H that can not categorize.

Halogen groups

70	CF3	74	CF2_R	81	CF
71	CCl3	75	CF2	84	CCl
72	CF2Cl	77	CCl2	114	CF_R
73	CFCl2	79	CFCl
76	CHF2	82	CHF	68	C2F5
78	CHCl2	85	CHCl	69	C2F4H
80	CHFCl	111	CHCl_R
83	CH2F	113	CHF_R
86	CH2Cl	115	CFCl_R
		116	CCl2_R

hydrogen atom

H@N

H@C=O

138

H@Si

Other atom

137	Si	149	P	150	B
		133	P:O