NPASS drugs

Drug Information

Drug ID:	NPD76
Drug Name:	Aminophylline
Molecular Formula:	2C7H8N4O2.C2H8N2
Canonical SMILES:	Cn1c(=O)n(C)c2c(c1=O)nc[nH]2.Cn1c(=O)n(C)c2c(c1=O)nc[nH]2.NCCN
Standard InCHI:	InChI=1S/2C7H8N4O2.C2H8N2/c21-10-5-4(8-3-9-5)6(12)11(2)7(10)13;3-1-2-4/h23H,1-2H3,(H,8,9);1-4H2
Standard InCHIKey:	FQPFAHBPWDRTLU-UHFFFAOYSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD76

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	10820
0.1-0.2	15855
0.2-0.3	2663
0.3-0.4	1180
0.4-0.5	216
0.5-0.6	111
0.6-0.7	24
0.7-0.8	9
0.8-0.85	4
0.85-0.9	3
0.9-0.95	3
0.95-1	2

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	NPC252603
High Similarity	0.9633	NPC148385
High Similarity	0.9204	NPC158847
High Similarity	0.9115	NPC278549
High Similarity	0.9099	NPC256849
High Similarity	0.8636	NPC476099
High Similarity	0.8596	NPC303899
High Similarity	0.8522	NPC199790
Intermediate Similarity	0.8421	NPC47936
Intermediate Similarity	0.8347	NPC109322
Intermediate Similarity	0.8279	NPC180493
Intermediate Similarity	0.8087	NPC75131
Intermediate Similarity	0.7982	NPC476562
Intermediate Similarity	0.7807	NPC476561
Intermediate Similarity	0.7377	NPC41958
Intermediate Similarity	0.7174	NPC226184
Intermediate Similarity	0.7174	NPC76544
Intermediate Similarity	0.7174	NPC167285
Intermediate Similarity	0.7103	NPC321052
Intermediate Similarity	0.7083	NPC18335
Intermediate Similarity	0.7015	NPC246193
Remote Similarity	0.6935	NPC312187
Remote Similarity	0.6935	NPC4837
Remote Similarity	0.6752	NPC51000
Remote Similarity	0.675	NPC293163
Remote Similarity	0.6748	NPC119133
Remote Similarity	0.6721	NPC59314
Remote Similarity	0.6694	NPC87981
Remote Similarity	0.6694	NPC174114
Remote Similarity	0.6532	NPC476564
Remote Similarity	0.6489	NPC189314
Remote Similarity	0.6489	NPC68938
Remote Similarity	0.6452	NPC10466
Remote Similarity	0.6429	NPC57279
Remote Similarity	0.6403	NPC287876
Remote Similarity	0.6385	NPC313547
Remote Similarity	0.6331	NPC14330
Remote Similarity	0.6281	NPC9639
Remote Similarity	0.622	NPC155498
Remote Similarity	0.6187	NPC144223
Remote Similarity	0.6184	NPC326694
Remote Similarity	0.617	NPC104011
Remote Similarity	0.6136	NPC327613
Remote Similarity	0.6063	NPC111132
Remote Similarity	0.6048	NPC320256
Remote Similarity	0.5929	NPC248007
Remote Similarity	0.5929	NPC15566
Remote Similarity	0.5912	NPC327579
Remote Similarity	0.5793	NPC25465
Remote Similarity	0.5786	NPC5707
Remote Similarity	0.5781	NPC187191
Remote Similarity	0.5781	NPC326248
Remote Similarity	0.5743	NPC320818
Remote Similarity	0.5724	NPC243319
Remote Similarity	0.5723	NPC60537
Remote Similarity	0.5714	NPC197068
Remote Similarity	0.5714	NPC139776
Remote Similarity	0.5705	NPC237812
Remote Similarity	0.5705	NPC18223
Remote Similarity	0.5695	NPC286696
Remote Similarity	0.5695	NPC317821
Remote Similarity	0.5695	NPC185903
Remote Similarity	0.5685	NPC235501
Remote Similarity	0.5667	NPC33996
Remote Similarity	0.5629	NPC129756

Drug Structure

NPD76 OpenBabel08201723032D 36 37 0 0 0 0 0 0 0 0999 V2000 8.0418 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.7738 -3.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.6369 -2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.1758 -3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.1758 -2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.0418 -3.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.9078 -2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.2247 -3.3090 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 6.2247 -1.6910 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 8.0418 -1.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 8.9078 -3.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 8.0418 -4.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 9.7738 -1.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.2321 -4.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.5000 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.6369 -2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.0981 -2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.0981 -3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.2321 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.3660 -3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.0491 -1.6910 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 4.0491 -3.3090 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 2.2321 -3.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 1.3660 -2.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 2.2321 -0.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.5000 -3.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.2321 -7.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.0981 -7.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.3660 -7.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 3.0981 -6.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 5.9157 -0.7399 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 4.3581 -4.2601 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1.3660 -6.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 0.5000 -7.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 3.9641 -5.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 2.2321 -5.5000 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 8 2 0 0 0 0 3 9 1 0 0 0 0 4 5 2 0 0 0 0 4 6 1 0 0 0 0 4 8 1 0 0 0 0 5 9 1 0 0 0 0 5 10 1 0 0 0 0 6 11 1 0 0 0 0 6 12 2 0 0 0 0 7 10 1 0 0 0 0 7 11 1 0 0 0 0 7 13 2 0 0 0 0 9 31 1 0 0 0 0 14 23 1 0 0 0 0 15 24 1 0 0 0 0 16 21 2 0 0 0 0 16 22 1 0 0 0 0 17 18 2 0 0 0 0 17 19 1 0 0 0 0 17 21 1 0 0 0 0 18 22 1 0 0 0 0 18 23 1 0 0 0 0 19 24 1 0 0 0 0 19 25 2 0 0 0 0 20 23 1 0 0 0 0 20 24 1 0 0 0 0 20 26 2 0 0 0 0 22 32 1 0 0 0 0 27 28 1 0 0 0 0 27 29 1 0 0 0 0 28 30 1 0 0 0 0 29 33 1 0 0 0 0 29 34 1 0 0 0 0 30 35 1 0 0 0 0 30 36 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DAP000613
DrugBank	DB01223
ChEMBL	CHEMBL1370561
IUPHAR/BPS
PharmaGKB	PA164781029
KEGG Drug	D00227
PubChem CID
ChEBI	2659
CAS Number	317-34-0

Drug Properties

Molecular Weight	180.06
ALogP	-0.967
MLogP	1.57
XLogP	-0.864
HDA	6
HBD	1
Rotatable Bonds	2
TPSA	69.3
RO5 Violation	0