NPASS drugs

Drug Information

Drug ID:	NPD1509
Drug Name:
Molecular Formula:	C15H10O5
Canonical SMILES:	Cc1cc(O)c2c(c1)C(=O)c1c(C2=O)c(O)cc(c1)O
Standard InCHI:	"InChI=1S/C15H10O5/c1-6-2-8-12(10(17)3-6)15(20)13-9(14(8)19)4-7(16)5-11(13)18/h2-5,16-18H,1H3"
Standard InCHIKey:	RHMXXJGYXNZAPX-UHFFFAOYSA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD1509

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	133482
0.1-0.2	70137
0.2-0.3	7106
0.3-0.4	705
0.4-0.5	181
0.5-0.6	71
0.6-0.7	43
0.7-0.8	2
0.8-0.85	0
0.85-0.9	0
0.9-0.95	1
0.95-1	2

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
High Similarity	1.0	NPC254847
High Similarity	1.0	NPC603779
High Similarity	0.9091	NPC555102
Intermediate Similarity	0.7812	NPC5497
Intermediate Similarity	0.75	NPC93232
Remote Similarity	0.6957	NPC508443
Remote Similarity	0.6923	NPC190457
Remote Similarity	0.6923	NPC581903
Remote Similarity	0.6923	NPC608911
Remote Similarity	0.675	NPC36288
Remote Similarity	0.6667	NPC143438
Remote Similarity	0.6585	NPC471905
Remote Similarity	0.6585	NPC305845
Remote Similarity	0.6585	NPC284372
Remote Similarity	0.6585	NPC509944
Remote Similarity	0.65	NPC22523
Remote Similarity	0.65	NPC527448
Remote Similarity	0.65	NPC532735
Remote Similarity	0.65	NPC553161
Remote Similarity	0.6486	NPC231338
Remote Similarity	0.6429	NPC244691
Remote Similarity	0.6429	NPC262654
Remote Similarity	0.6429	NPC471906
Remote Similarity	0.641	NPC91130
Remote Similarity	0.6341	NPC548125
Remote Similarity	0.6316	NPC537307
Remote Similarity	0.6316	NPC608942
Remote Similarity	0.6279	NPC586051
Remote Similarity	0.625	NPC282923
Remote Similarity	0.625	NPC569187
Remote Similarity	0.625	NPC569216
Remote Similarity	0.625	NPC609160
Remote Similarity	0.619	NPC37709
Remote Similarity	0.619	NPC515195
Remote Similarity	0.619	NPC600754
Remote Similarity	0.6136	NPC243062
Remote Similarity	0.6098	NPC293545
Remote Similarity	0.6098	NPC60394
Remote Similarity	0.6098	NPC174905
Remote Similarity	0.6098	NPC267205
Remote Similarity	0.6098	NPC600356
Remote Similarity	0.6053	NPC44437
Remote Similarity	0.6047	NPC296036
Remote Similarity	0.6	NPC289042
Remote Similarity	0.6	NPC129815
Remote Similarity	0.6	NPC532329
Remote Similarity	0.6	NPC569231
Remote Similarity	0.6	NPC604429
Remote Similarity	0.5952	NPC61398
Remote Similarity	0.5952	NPC254848
Remote Similarity	0.587	NPC166885
Remote Similarity	0.587	NPC513117
Remote Similarity	0.587	NPC597857
Remote Similarity	0.587	NPC602106
Remote Similarity	0.5854	NPC204045
Remote Similarity	0.5814	NPC312929
Remote Similarity	0.5814	NPC541526
Remote Similarity	0.5814	NPC607930
Remote Similarity	0.5778	NPC245584
Remote Similarity	0.5778	NPC601824
Remote Similarity	0.5745	NPC497091
Remote Similarity	0.5745	NPC498895
Remote Similarity	0.5714	NPC480615
Remote Similarity	0.5714	NPC98872
Remote Similarity	0.5714	NPC551054
Remote Similarity	0.5652	NPC37435
Remote Similarity	0.5625	NPC254963
Remote Similarity	0.5625	NPC601396
Remote Similarity	0.561	NPC86944
Remote Similarity	0.5581	NPC19896
Remote Similarity	0.5581	NPC574194
Remote Similarity	0.5581	NPC575822
Remote Similarity	0.5581	NPC586346
Remote Similarity	0.5556	NPC60588
Remote Similarity	0.5556	NPC520941
Remote Similarity	0.5556	NPC532662
Remote Similarity	0.5556	NPC603651
Remote Similarity	0.551	NPC36775
Remote Similarity	0.5476	NPC253775
Remote Similarity	0.5455	NPC290550
Remote Similarity	0.5455	NPC48762
Remote Similarity	0.5333	NPC493811
Remote Similarity	0.5333	NPC517688
Remote Similarity	0.5333	NPC563899
Remote Similarity	0.5319	NPC14561
Remote Similarity	0.5319	NPC251707
Remote Similarity	0.5306	NPC232636
Remote Similarity	0.5306	NPC237537
Remote Similarity	0.5306	NPC500404
Remote Similarity	0.5294	NPC504716
Remote Similarity	0.5294	NPC554841
Remote Similarity	0.5227	NPC56433
Remote Similarity	0.5217	NPC121811
Remote Similarity	0.5217	NPC510016
Remote Similarity	0.5217	NPC518796
Remote Similarity	0.5192	NPC487342
Remote Similarity	0.5192	NPC566146
Remote Similarity	0.5116	NPC575553
Remote Similarity	0.5111	NPC588353
Remote Similarity	0.5106	NPC231608
Remote Similarity	0.5106	NPC311120
Remote Similarity	0.5106	NPC505425
Remote Similarity	0.5106	NPC526096
Remote Similarity	0.5106	NPC559759
Remote Similarity	0.5106	NPC576853
Remote Similarity	0.5106	NPC608915
Remote Similarity	0.5102	NPC246638
Remote Similarity	0.5102	NPC27951
Remote Similarity	0.5102	NPC474203
Remote Similarity	0.5102	NPC313047
Remote Similarity	0.5102	NPC451542
Remote Similarity	0.5102	NPC138099
Remote Similarity	0.5102	NPC103299
Remote Similarity	0.5102	NPC295712
Remote Similarity	0.5102	NPC593107
Remote Similarity	0.5102	NPC606253
Remote Similarity	0.5098	NPC532736
Remote Similarity	0.5098	NPC610462
Remote Similarity	0.5094	NPC487336

Drug Structure

NPD1509 OpenBabel08211701082D 23 25 0 0 0 0 0 0 0 0999 V2000 -3.4641 -2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 -2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 -2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 -0.5000 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 2.5981 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 -1.5000 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 0.0000 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 0.8660 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 -2.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 1.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 1.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -3.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 1.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 -3.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 1.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 1.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 6 1 0 0 0 0 2 6 2 0 0 0 0 2 8 1 0 0 0 0 3 6 1 0 0 0 0 3 10 2 0 0 0 0 4 7 2 0 0 0 0 4 9 1 0 0 0 0 5 7 1 0 0 0 0 5 11 2 0 0 0 0 7 16 1 0 0 0 0 8 12 2 0 0 0 0 8 14 1 0 0 0 0 9 13 2 0 0 0 0 9 14 1 0 0 0 0 10 12 1 0 0 0 0 10 17 1 0 0 0 0 11 13 1 0 0 0 0 11 18 1 0 0 0 0 12 15 1 0 0 0 0 13 15 1 0 0 0 0 14 19 2 0 0 0 0 15 20 2 0 0 0 0 16 21 1 0 0 0 0 17 22 1 0 0 0 0 18 23 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DNC014863
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	3220
ChEBI
CAS Number

Drug Properties

Molecular Weight	270.05
ALogP	-1.2665
MLogP	2.56
XLogP	0.664
HDA	2
HBD	3
Rotatable Bonds	4
TPSA	94.83
RO5 Violation	0