NPASS drugs

Drug Information

Drug ID:	NPD1512
Drug Name:
Molecular Formula:	C15H10O7
Canonical SMILES:	Oc1cc(O)c2c(c1)oc(c(c2=O)O)c1ccc(c(c1)O)O
Standard InCHI:	"InChI=1S/C15H10O7/c16-7-4-10(19)12-11(5-7)22-15(14(21)13(12)20)6-1-2-8(17)9(18)3-6/h1-5,16-19,21H"
Standard InCHIKey:	REFJWTPEDVJJIY-UHFFFAOYSA-N
Max Developmental Stage:	Phase 3
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD1512

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	165285
0.1-0.2	36397
0.2-0.3	6508
0.3-0.4	2530
0.4-0.5	828
0.5-0.6	92
0.6-0.7	43
0.7-0.8	3
0.8-0.85	2
0.85-0.9	0
0.9-0.95	0
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	NPC20791
High Similarity	0.9762	NPC179271
Intermediate Similarity	0.8409	NPC116775
Intermediate Similarity	0.8222	NPC169749
Intermediate Similarity	0.7609	NPC187432
Intermediate Similarity	0.7609	NPC605365
Intermediate Similarity	0.7143	NPC558394
Remote Similarity	0.6939	NPC216361
Remote Similarity	0.6939	NPC279121
Remote Similarity	0.6939	NPC607859
Remote Similarity	0.6875	NPC77858
Remote Similarity	0.6875	NPC27208
Remote Similarity	0.6875	NPC606292
Remote Similarity	0.6875	NPC608186
Remote Similarity	0.6852	NPC133953
Remote Similarity	0.6852	NPC125062
Remote Similarity	0.68	NPC256042
Remote Similarity	0.68	NPC501080
Remote Similarity	0.6792	NPC54394
Remote Similarity	0.6735	NPC578307
Remote Similarity	0.6735	NPC601197
Remote Similarity	0.6731	NPC50403
Remote Similarity	0.6731	NPC241838
Remote Similarity	0.6538	NPC219330
Remote Similarity	0.6531	NPC51443
Remote Similarity	0.6481	NPC159103
Remote Similarity	0.6481	NPC602306
Remote Similarity	0.6415	NPC286342
Remote Similarity	0.6415	NPC87125
Remote Similarity	0.6415	NPC28274
Remote Similarity	0.6415	NPC540174
Remote Similarity	0.6415	NPC602645
Remote Similarity	0.6415	NPC607943
Remote Similarity	0.64	NPC225731
Remote Similarity	0.64	NPC605253
Remote Similarity	0.6379	NPC205046
Remote Similarity	0.6364	NPC531051
Remote Similarity	0.6364	NPC609179
Remote Similarity	0.6346	NPC528918
Remote Similarity	0.6271	NPC200694
Remote Similarity	0.6271	NPC542542
Remote Similarity	0.6271	NPC603262
Remote Similarity	0.6226	NPC98661
Remote Similarity	0.6182	NPC119059
Remote Similarity	0.6111	NPC580863
Remote Similarity	0.6102	NPC103649
Remote Similarity	0.6078	NPC195351
Remote Similarity	0.6066	NPC53132
Remote Similarity	0.6	NPC80007
Remote Similarity	0.6	NPC542052
Remote Similarity	0.5893	NPC550515
Remote Similarity	0.5893	NPC584661
Remote Similarity	0.5882	NPC50898
Remote Similarity	0.5882	NPC591261
Remote Similarity	0.5862	NPC503279
Remote Similarity	0.5833	NPC124310
Remote Similarity	0.5818	NPC270465
Remote Similarity	0.5818	NPC605133
Remote Similarity	0.5769	NPC175013
Remote Similarity	0.5763	NPC579638
Remote Similarity	0.5714	NPC287462
Remote Similarity	0.5714	NPC503454
Remote Similarity	0.569	NPC63187
Remote Similarity	0.569	NPC504646
Remote Similarity	0.5686	NPC528728
Remote Similarity	0.5667	NPC294123
Remote Similarity	0.5667	NPC500629
Remote Similarity	0.5636	NPC103342
Remote Similarity	0.5636	NPC602287
Remote Similarity	0.5614	NPC509553
Remote Similarity	0.5593	NPC157784
Remote Similarity	0.5577	NPC128216
Remote Similarity	0.5536	NPC143799
Remote Similarity	0.5517	NPC524856
Remote Similarity	0.5472	NPC74881
Remote Similarity	0.5472	NPC492952
Remote Similarity	0.5455	NPC473042
Remote Similarity	0.5455	NPC559575
Remote Similarity	0.5439	NPC32420
Remote Similarity	0.5439	NPC221388
Remote Similarity	0.5439	NPC513267
Remote Similarity	0.5397	NPC521353
Remote Similarity	0.5385	NPC104170
Remote Similarity	0.5385	NPC543100
Remote Similarity	0.5385	NPC606557
Remote Similarity	0.5362	NPC111795
Remote Similarity	0.5362	NPC269030
Remote Similarity	0.5362	NPC509265
Remote Similarity	0.5362	NPC542649
Remote Similarity	0.5362	NPC543836
Remote Similarity	0.5357	NPC137633
Remote Similarity	0.5357	NPC143770
Remote Similarity	0.5357	NPC496621
Remote Similarity	0.5294	NPC557355
Remote Similarity	0.5283	NPC78540
Remote Similarity	0.5283	NPC532520
Remote Similarity	0.5283	NPC605361
Remote Similarity	0.5273	NPC557335
Remote Similarity	0.5263	NPC137915
Remote Similarity	0.5263	NPC49901
Remote Similarity	0.5263	NPC497197
Remote Similarity	0.5263	NPC499514
Remote Similarity	0.5263	NPC605755
Remote Similarity	0.5254	NPC1587
Remote Similarity	0.5254	NPC518946
Remote Similarity	0.5231	NPC514197
Remote Similarity	0.5231	NPC525464
Remote Similarity	0.5231	NPC603692
Remote Similarity	0.5231	NPC610480
Remote Similarity	0.5224	NPC171821
Remote Similarity	0.5224	NPC172960
Remote Similarity	0.5224	NPC493725
Remote Similarity	0.5224	NPC610522
Remote Similarity	0.5217	NPC254306
Remote Similarity	0.5217	NPC197396
Remote Similarity	0.5185	NPC526163
Remote Similarity	0.5185	NPC589691
Remote Similarity	0.5179	NPC584149
Remote Similarity	0.5179	NPC597955
Remote Similarity	0.5179	NPC610974
Remote Similarity	0.5167	NPC279989
Remote Similarity	0.5152	NPC511205
Remote Similarity	0.5152	NPC519952
Remote Similarity	0.5152	NPC532162
Remote Similarity	0.5147	NPC168496
Remote Similarity	0.5139	NPC501497
Remote Similarity	0.5139	NPC568908
Remote Similarity	0.5139	NPC582594
Remote Similarity	0.5091	NPC274121
Remote Similarity	0.5088	NPC184536
Remote Similarity	0.5085	NPC531519
Remote Similarity	0.5082	NPC516576
Remote Similarity	0.5075	NPC504255
Remote Similarity	0.5075	NPC528552
Remote Similarity	0.5075	NPC611265
Remote Similarity	0.5072	NPC515242
Remote Similarity	0.5068	NPC178435
Remote Similarity	0.5068	NPC85995
Remote Similarity	0.5068	NPC197285
Remote Similarity	0.5068	NPC280943
Remote Similarity	0.5068	NPC494690
Remote Similarity	0.5068	NPC545857

Drug Structure

NPD1512 OpenBabel08211701082D 27 29 0 0 0 0 0 0 0 0999 V2000 -2.5981 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 -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 2.5981 -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 2.5981 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 1.0000 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 1.7321 -2.0000 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 -1.5000 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 -0.8660 -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 3.4641 0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -4.3301 1.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 2.5000 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 0.0000 -3.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 -2.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 4.3301 -0.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -5.1962 1.0000 0.0000 H 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 -3.5000 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 2 2 0 0 0 0 1 6 1 0 0 0 0 2 8 1 0 0 0 0 3 6 2 0 0 0 0 3 9 1 0 0 0 0 4 7 2 0 0 0 0 4 10 1 0 0 0 0 5 7 1 0 0 0 0 5 11 2 0 0 0 0 6 15 1 0 0 0 0 7 16 1 0 0 0 0 8 9 2 0 0 0 0 8 17 1 0 0 0 0 9 18 1 0 0 0 0 10 12 2 0 0 0 0 10 19 1 0 0 0 0 11 12 1 0 0 0 0 11 22 1 0 0 0 0 12 13 1 0 0 0 0 13 14 1 0 0 0 0 13 20 2 0 0 0 0 14 15 2 0 0 0 0 14 21 1 0 0 0 0 15 22 1 0 0 0 0 16 23 1 0 0 0 0 17 24 1 0 0 0 0 18 25 1 0 0 0 0 19 26 1 0 0 0 0 21 27 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DAP001419
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	5280343
ChEBI
CAS Number

Drug Properties

Molecular Weight	302.04
ALogP	-2.8012
MLogP	2.34
XLogP	1.381
HDA	2
HBD	5
Rotatable Bonds	6
TPSA	127.45
RO5 Violation	0