Atom,Functional group,Atom type,Description,Frequency,SMARTS C,Alkane,C1a,R-CH3,16473,C[D1;C] C,Alkane,C1b,R-CH2-R,20193,C[D2;C]C C,Alkane,C1c,R-CH(-R)-R,4964,C[D3;C](C)C C,Alkane,C1d,R-C(-R)2-R,698,C[D4;C](C)(C)C C,Cyclic alkane,C1x,ring-CH2-ring,14010,[C;R][D2;C][C;R] C,Cyclic alkane,C1y,ring-CH(-R)-ring,27376,[C;R][D3;C](C)[C;R] C,Cyclic alkane,C1z,ring-C(-R)2-ring,4463,[C;R][D4;C](C)(C)[C;R] C,Alkene,C2a,R=CH2,634,C=[H2] C,Alkene,C2b,R=CH-R,3965,[!D1;C]=[D2;C] C,Alkene,C2c,R=C(-R)2,1914,[!D2;!D1;C]=[C] C,Cyclic alkene,C2x,ring-CH=ring,2964,[C;R][D2;C]=[C;R] C,Cyclic alkene,C2y,ring-C(=R)-ring,3722,[C;R][D3;C](=C)[C;R] C,Cyclic alkene,C2y,ring-C(-R)=ring,3722,[C;R][D3;C](C)=[C;R] C,Alkyne,C3a,R#CH,43,C#[D1;C] C,Alkyne,C3b,R#C-R,282,C#[D2;C] C,Aldehyde,C4a,R-CH=O,350,O=[D2;C] C,Ketone,C5a,R-C(=O)-R,3595,C(=O)(C)C C,Cyclic ketone,C5x,ring-C(=O)-ring,2257,[C;R][D3;C](=O)[C;R] C,Carboxylic acid,C6a,R-C(=O)-OH,3190,CC(=O)[D1;O] C,Carboxylic ester,C7a,R-C(=O)-O-R,1691,CC(=O)[D2;O]C C,Carboxylic ester,C7x,ring-C(=O)-O-ring,869,[C;R](=O)[D2;O][C;R] C,Aromatic ring,C8x,ring-CH=ring,19905,[c;R;D2] C,Aromatic ring,C8y,ring-C(-R)=ring,20511,[c;R;D3](C) C,Undefined C,C0,,8,C N,Amine,N1a,R-NH2,2440,C[D1;N] N,Amine,N1b,R-NH-R,3003,C[D2;N]C N,Amine,N1c,R-N(-R)2,374,C[D3;N](C)C N,Amine,N1d,R-N(-R)3+,105,C[D4;N](C)(C)C N,Cyclic amine,N1x,ring-NH-ring,806,[R;C][R;D2;N][R;C] N,Cyclic amine,N1y,ring-N(-R)-ring,1464,[R;C][R;D3;N](C)[R;C] N,Imine,N2a,R=N-H,230,C=[D1;N] N,Imine,N2b,R=N-R,163,C=[D2;N]C N,Cyclic imine,N2x,ring-N=ring,357,[C;R]=[D2;N][C;R] N,Cyclic imine,N2y,ring-N(-R)+=ring,14,[R;C]=[D3;N](C)[R;C] N,Cyan,N3a,R#N,119,C#[D1;N] N,Aromatic ring,N4x,ring-NH-ring,785,c[D2;n]c N,Aromatic ring,N4y,ring-N(-R)-ring,840,c[D3;n](C)c N,Aromatic ring,N5x,ring-N=ring,2131,c[D2;n]c N,Aromatic ring,N5y,ring-N(-R)+=ring,59,c[D3;n](C)c N,Undefined N,N0,,194,N O,Hydroxy,O1a,R-OH,18369,C[D1;O] O,Hydroxy,O1b,N-OH,198,N[D1;O] O,Hydroxy,O1c,P-OH,3111,P[D1;O] O,Hydroxy,O1d,S-OH,332,S[D1;O] O,Ether,O2a,R-O-R,4199,C[D2;O]C O,Ether,O2b,P-O-R,2481,P[D2;O]C O,Ether,O2c,P-O-P,502,P[D2;O]P O,Ether,O2x,ring-O-ring,5853,[R;C][R;D2;O][R;C] O,Oxo,O3a,N=O,134,N(=O) O,Oxo,O3b,P=O,2248,P(=O) O,Oxo,O3c,S=O,941,S(=O) O,Aldehyde,O4a,R-CH=O,350,O=[D2;C] O,Ketone,O5a,R-C(=O)-R,3595,C(=O)(C)C O,Ketone,O5x,ring-C(=O)-ring,2862,[R;C][R;D3;C](=O)[R;C] O,Carboxylic acid,O6a,R-C(=0)-OH,6384,CC(=O)[D1;O] O,Ester,O7a,R-C(=O)-O-R,3382,CC(=O)[D2;O]C O,Ester,O7x,ring-C(=O)-O-ring,1738,[R;C][R;C](=O)[R;O] O,Ester,O7x,ring-C(=O)-O-ring,1738,c[R;c](=O)o O,Undefined O,O0,,127,O S,Thiol,S1a,R-SH,100,C[D1;S] S,Thioether,S2a,R-S-R,420,C[D2;S]C S,Thioether,S2x,ring-S-ring,261,[R;C;D2][R;D2;S][R;C;D2] S,Disulfide,S3a,R-S-S-R,45,C[D2;S][D2;S]C S,Disulfide,S3x,ring-S-S-ring,48,[R;C;D2][R;D2;S][R;D2;S][R;C;D2] S,Sulfate,S4a,R-SO3,267,S(O)(O)(O) S,Undefined S,S0,,223,S P,Attatched to other elements,P1a,P-R,112,CP P,Attatched to oxygen,P1b,P-O,2158,PO Other,Halogens,X,"F, Cl, Br, I",1419,"[F,Cl,Br,I]" Other,Others,Z,,261,*