NPASS drugs

Drug Information

Drug ID:	NPD2253
Drug Name:	torbafylline
Molecular Formula:	C16H26N4O4
Canonical SMILES:	CCOCn1cnc2c1c(=O)n(CCCCC(O)(C)C)c(=O)n2C
Standard InCHI:	InChI=1S/C16H26N4O4/c1-5-24-11-19-10-17-13-12(19)14(21)20(15(22)18(13)4)9-7-6-8-16(2,3)23/h10,23H,5-9,11H2,1-4H3
Standard InCHIKey:	QSXXLDDWVCEBFP-UHFFFAOYSA-N
Max Developmental Stage:	Discontinued
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD2253

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	148
0.1-0.2	16493
0.2-0.3	10320
0.3-0.4	3070
0.4-0.5	664
0.5-0.6	104
0.6-0.7	77
0.7-0.8	11
0.8-0.85	3
0.85-0.9	0
0.9-0.95	0
0.95-1	0

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
Intermediate Similarity	0.8333	NPC109322
Intermediate Similarity	0.8134	NPC180493
Intermediate Similarity	0.8108	NPC321052
Intermediate Similarity	0.7984	NPC256849
Intermediate Similarity	0.7846	NPC303899
Intermediate Similarity	0.7724	NPC226184
Intermediate Similarity	0.7724	NPC167285
Intermediate Similarity	0.7724	NPC76544
Intermediate Similarity	0.7557	NPC47936
Intermediate Similarity	0.7386	NPC326694
Intermediate Similarity	0.7372	NPC252603
Intermediate Similarity	0.7273	NPC75131
Intermediate Similarity	0.7174	NPC158847
Intermediate Similarity	0.708	NPC148385
Remote Similarity	0.6978	NPC278549
Remote Similarity	0.6867	NPC320818
Remote Similarity	0.6688	NPC209525
Remote Similarity	0.6688	NPC189068
Remote Similarity	0.6688	NPC161659
Remote Similarity	0.6646	NPC219313
Remote Similarity	0.6646	NPC309832
Remote Similarity	0.6643	NPC199790
Remote Similarity	0.6624	NPC156461
Remote Similarity	0.6624	NPC21448
Remote Similarity	0.6624	NPC107374
Remote Similarity	0.6603	NPC229974
Remote Similarity	0.6603	NPC314152
Remote Similarity	0.6582	NPC164665
Remote Similarity	0.6581	NPC317821
Remote Similarity	0.6541	NPC269827
Remote Similarity	0.6519	NPC476561
Remote Similarity	0.65	NPC121222
Remote Similarity	0.6485	NPC239737
Remote Similarity	0.6481	NPC161224
Remote Similarity	0.6452	NPC33996
Remote Similarity	0.641	NPC129756
Remote Similarity	0.638	NPC211025
Remote Similarity	0.638	NPC85689
Remote Similarity	0.638	NPC185991
Remote Similarity	0.6364	NPC174802
Remote Similarity	0.6364	NPC262926
Remote Similarity	0.6341	NPC321814
Remote Similarity	0.6341	NPC472816
Remote Similarity	0.6341	NPC207633
Remote Similarity	0.6337	NPC290959
Remote Similarity	0.6323	NPC61198
Remote Similarity	0.6316	NPC325906
Remote Similarity	0.6304	NPC476099
Remote Similarity	0.6303	NPC212551
Remote Similarity	0.6303	NPC164952
Remote Similarity	0.6303	NPC130586
Remote Similarity	0.6303	NPC302778
Remote Similarity	0.6287	NPC93365
Remote Similarity	0.6287	NPC226245
Remote Similarity	0.6259	NPC119133
Remote Similarity	0.6258	NPC136349
Remote Similarity	0.6257	NPC324484
Remote Similarity	0.6228	NPC224076
Remote Similarity	0.6228	NPC52238
Remote Similarity	0.6193	NPC313897
Remote Similarity	0.619	NPC311197
Remote Similarity	0.619	NPC316618
Remote Similarity	0.619	NPC313754
Remote Similarity	0.619	NPC54320
Remote Similarity	0.6188	NPC315642
Remote Similarity	0.6188	NPC74306
Remote Similarity	0.6187	NPC476562
Remote Similarity	0.6158	NPC189261
Remote Similarity	0.6154	NPC195140
Remote Similarity	0.6145	NPC328479
Remote Similarity	0.6139	NPC30326
Remote Similarity	0.6129	NPC324009
Remote Similarity	0.6125	NPC186619
Remote Similarity	0.6111	NPC274384
Remote Similarity	0.6111	NPC89147
Remote Similarity	0.6111	NPC317746
Remote Similarity	0.6105	NPC323091
Remote Similarity	0.6101	NPC470139
Remote Similarity	0.609	NPC319221
Remote Similarity	0.6074	NPC64705
Remote Similarity	0.6074	NPC232408
Remote Similarity	0.6071	NPC472834
Remote Similarity	0.6057	NPC326082
Remote Similarity	0.6049	NPC251233
Remote Similarity	0.6049	NPC318590
Remote Similarity	0.6049	NPC211820
Remote Similarity	0.6024	NPC150853
Remote Similarity	0.6013	NPC470140
Remote Similarity	0.6012	NPC177169
Remote Similarity	0.6	NPC10466
Remote Similarity	0.6	NPC246193
Remote Similarity	0.5975	NPC470141
Remote Similarity	0.5973	NPC327579
Remote Similarity	0.5956	NPC24589
Remote Similarity	0.5943	NPC261595
Remote Similarity	0.5922	NPC326529
Remote Similarity	0.5909	NPC321458
Remote Similarity	0.5909	NPC324033
Remote Similarity	0.5901	NPC210947
Remote Similarity	0.5889	NPC164845
Remote Similarity	0.5889	NPC324198
Remote Similarity	0.5889	NPC319100
Remote Similarity	0.5882	NPC60537
Remote Similarity	0.586	NPC78941
Remote Similarity	0.586	NPC282458
Remote Similarity	0.5848	NPC472833
Remote Similarity	0.5823	NPC57279
Remote Similarity	0.5818	NPC89139
Remote Similarity	0.5796	NPC104011
Remote Similarity	0.5782	NPC41958
Remote Similarity	0.5759	NPC470138
Remote Similarity	0.575	NPC126634
Remote Similarity	0.5747	NPC18308
Remote Similarity	0.5747	NPC472832
Remote Similarity	0.5734	NPC476564
Remote Similarity	0.5682	NPC14590
Remote Similarity	0.5663	NPC276373
Remote Similarity	0.5663	NPC217656
Remote Similarity	0.5657	NPC124276
Remote Similarity	0.5654	NPC201900
Remote Similarity	0.5635	NPC5802
Remote Similarity	0.5634	NPC174114
Remote Similarity	0.5634	NPC87981
Remote Similarity	0.561	NPC296437
Remote Similarity	0.5608	NPC313514
Remote Similarity	0.5606	NPC157821
Remote Similarity	0.5605	NPC144223

Drug Structure

NPD2253 OpenBabel08211701392D 25 26 0 0 0 0 0 0 0 0999 V2000 3.6102 -3.1622 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.0981 3.3660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.5981 2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.6320 -2.9543 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.2709 0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.9921 -1.2601 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.6831 1.3090 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 1.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 2.6831 -0.3090 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 0.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 -1.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 1.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 3.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.3230 -2.0032 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 4.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 5 1 0 0 0 0 2 16 1 0 0 0 0 3 16 1 0 0 0 0 4 18 1 0 0 0 0 5 24 1 0 0 0 0 6 7 1 0 0 0 0 6 8 1 0 0 0 0 7 9 1 0 0 0 0 8 16 1 0 0 0 0 9 20 1 0 0 0 0 10 17 2 0 0 0 0 10 19 1 0 0 0 0 11 19 1 0 0 0 0 11 24 1 0 0 0 0 12 13 2 0 0 0 0 12 14 1 0 0 0 0 12 19 1 0 0 0 0 13 17 1 0 0 0 0 13 18 1 0 0 0 0 14 20 1 0 0 0 0 14 21 2 0 0 0 0 15 18 1 0 0 0 0 15 20 1 0 0 0 0 15 22 2 0 0 0 0 16 23 1 0 0 0 0 23 25 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB005451
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	338.20
ALogP	-0.6066
MLogP	2.34
XLogP	0.987
HDA	8
HBD	1
Rotatable Bonds	13
TPSA	87.9
RO5 Violation	0