NPASS drugs

Drug Information

Drug ID:	NPD9358
Drug Name:	"Caffeine, Citrated"
Molecular Formula:	C8H10N4O2.C6H8O7
Canonical SMILES:	OC(=O)C(CC(=O)O)(CC(=O)O)O.Cn1cnc2c1c(=O)n(C)c(=O)n2C
Standard InCHI:	"InChI=1S/C8H10N4O2.C6H8O7/c1-10-4-9-6-5(10)7(13)12(3)8(14)11(6)2;7-3(8)1-6(13,5(11)12)2-4(9)10/h4H,1-3H3;13H,1-2H2,(H,7,8)(H,9,10)(H,11,12)"
Standard InCHIKey:	RCQXSQPPHJPGOF-UHFFFAOYSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD9358

Similarity is measured using the Tanimoto coefficient (Tc) , which compares the binary fingerprints of two molecules. Tc is calculated as the intersection divided by the union of '1' bits in the fingerprints, ranging from 0 to 1, with 1 indicating highest similarity.
Tanimoto coefficient is calculated based on PubChem 881-bit substructure fingerprints.

Range	Similarity Score Range
0-0.1	174950
0.1-0.2	36391
0.2-0.3	362
0.3-0.4	24
0.4-0.5	5
0.5-0.6	4
0.6-0.7	2
0.7-0.8	0
0.8-0.85	0
0.85-0.9	0
0.9-0.95	0
0.95-1	0

Similar Natural Products

High Similarity: Tc>=0.85; Intermediate Similarity: 0.7 <= Tc < 0.85; Remote Similarity: 0.5 <= Tc < 0.7

Similarity Level	Similarity Score	Natural Product ID
Remote Similarity	0.6739	NPC256849
Remote Similarity	0.6739	NPC599846
Remote Similarity	0.5926	NPC180493
Remote Similarity	0.5926	NPC611613
Remote Similarity	0.5273	NPC109322
Remote Similarity	0.5273	NPC602664

Drug Structure

NPD9358 OpenBabel08211713352D 31 31 0 0 0 0 0 0 0 0999 V2000 0.7788 -4.2601 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.9049 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.6369 -3.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.5000 -2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.0388 -3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.0388 -2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.9049 -3.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.7709 -2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.0878 -1.6910 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 1.0878 -3.3090 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 2.9049 -1.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 3.7709 -3.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 2.9049 -4.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 4.6369 -1.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 9.1010 -2.7321 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.7350 -1.3660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.1010 -3.7321 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.7350 -1.3660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.3690 -1.7321 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.2350 -2.2321 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.9670 -4.2321 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 8.2350 -4.2321 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 10.2350 -0.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 10.2350 -2.2321 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 7.3690 -0.7321 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 6.5029 -2.2321 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 7.7350 -3.0981 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 7.3690 -3.7321 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 11.2350 -2.2321 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 5.6369 -1.7321 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 6.7350 -3.0981 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 10 1 0 0 0 0 2 11 1 0 0 0 0 3 12 1 0 0 0 0 4 9 2 0 0 0 0 4 10 1 0 0 0 0 5 6 2 0 0 0 0 5 7 1 0 0 0 0 5 10 1 0 0 0 0 6 9 1 0 0 0 0 6 11 1 0 0 0 0 7 12 1 0 0 0 0 7 13 2 0 0 0 0 8 11 1 0 0 0 0 8 12 1 0 0 0 0 8 14 2 0 0 0 0 15 17 1 0 0 0 0 15 20 1 0 0 0 0 16 18 1 0 0 0 0 16 20 1 0 0 0 0 17 21 2 0 0 0 0 17 22 1 0 0 0 0 18 23 2 0 0 0 0 18 24 1 0 0 0 0 19 20 1 0 0 0 0 19 25 2 0 0 0 0 19 26 1 0 0 0 0 20 27 1 0 0 0 0 22 28 1 0 0 0 0 24 29 1 0 0 0 0 26 30 1 0 0 0 0 27 31 1 0 0 0 0 M END $$$$

External Identifiers

TTD
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	0
ChEBI
CAS Number

Drug Properties

Molecular Weight	194.08
ALogP	-0.4311
MLogP	1.68
XLogP	-0.625
HDA	6
HBD	0
Rotatable Bonds	3
TPSA	58.44
RO5 Violation	0