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 level is defined by Tanimoto coefficient (Tc) between two molecules. Tc lies between [0, 1] where '1' indicates the highest similarity. What is Tanimoto coefficient
Tanimoto coefficient is calculated based on PubChem 881-bit substructure fingerprints.

Range	Similarity Score Range
0-0.1	4796
0.1-0.2	21773
0.2-0.3	2963
0.3-0.4	1031
0.4-0.5	164
0.5-0.6	131
0.6-0.7	13
0.7-0.8	9
0.8-0.85	1
0.85-0.9	3
0.9-0.95	5
0.95-1	1

Similar Natural Products

High Similarity Level: Tc>=0.85; Intermediate Similarity Level: 0.7 <= Tc < 0.85; Remote Similarity Level: 0.65 <= Tc < 0.7

Similarity Level	Similarity Score	Natural Product ID
High Similarity	1.0	NPC256849
High Similarity	0.9434	NPC303899
High Similarity	0.9115	NPC109322
High Similarity	0.9099	NPC252603
High Similarity	0.9065	NPC47936
High Similarity	0.9035	NPC180493
High Similarity	0.8739	NPC148385
High Similarity	0.8704	NPC75131
High Similarity	0.8509	NPC158847
Intermediate Similarity	0.8261	NPC278549
Intermediate Similarity	0.7845	NPC199790
Intermediate Similarity	0.7769	NPC226184
Intermediate Similarity	0.7769	NPC167285
Intermediate Similarity	0.7769	NPC76544
Intermediate Similarity	0.7768	NPC476099
Intermediate Similarity	0.7748	NPC476561
Intermediate Similarity	0.7304	NPC476562
Intermediate Similarity	0.7241	NPC119133
Intermediate Similarity	0.7163	NPC321052
Remote Similarity	0.6923	NPC10466
Remote Similarity	0.6897	NPC87981
Remote Similarity	0.6897	NPC174114
Remote Similarity	0.6723	NPC476564
Remote Similarity	0.6613	NPC41958
Remote Similarity	0.6444	NPC246193
Remote Similarity	0.6438	NPC326694
Remote Similarity	0.632	NPC4837
Remote Similarity	0.632	NPC312187
Remote Similarity	0.6316	NPC248007
Remote Similarity	0.6311	NPC18335
Remote Similarity	0.6204	NPC104011
Remote Similarity	0.609	NPC139776
Remote Similarity	0.5985	NPC144223
Remote Similarity	0.5984	NPC293163
Remote Similarity	0.5968	NPC59314
Remote Similarity	0.5966	NPC51000
Remote Similarity	0.594	NPC327579
Remote Similarity	0.5931	NPC317821
Remote Similarity	0.5903	NPC33996
Remote Similarity	0.5887	NPC273327
Remote Similarity	0.5887	NPC57279
Remote Similarity	0.5874	NPC320818
Remote Similarity	0.5862	NPC129756
Remote Similarity	0.5822	NPC209525
Remote Similarity	0.5822	NPC161659
Remote Similarity	0.5806	NPC187191
Remote Similarity	0.5806	NPC326248
Remote Similarity	0.5789	NPC68938
Remote Similarity	0.5789	NPC189314
Remote Similarity	0.5745	NPC287876
Remote Similarity	0.5743	NPC229974
Remote Similarity	0.5743	NPC314152
Remote Similarity	0.5733	NPC189068
Remote Similarity	0.5705	NPC472833
Remote Similarity	0.5695	NPC309832
Remote Similarity	0.5695	NPC219313
Remote Similarity	0.5682	NPC313547
Remote Similarity	0.5674	NPC14330
Remote Similarity	0.5667	NPC21448
Remote Similarity	0.5667	NPC107374
Remote Similarity	0.5667	NPC156461
Remote Similarity	0.5629	NPC164665
Remote Similarity	0.5621	NPC136349
Remote Similarity	0.5616	NPC470141

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
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