NPASS drugs

Drug Information

Drug ID:	NPD1612
Drug Name:
Molecular Formula:	C15H14O6
Canonical SMILES:	Oc1cc2OC(c3ccc(c(c3)O)O)C(Cc2c(c1)O)O
Standard InCHI:	"InChI=1S/C15H14O6/c16-8-4-11(18)9-6-13(20)15(21-14(9)5-8)7-1-2-10(17)12(19)3-7/h1-5,13,15-20H,6H2"
Standard InCHIKey:	PFTAWBLQPZVEMU-UHFFFAOYSA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD1612

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	97736
0.1-0.2	93228
0.2-0.3	18275
0.3-0.4	1705
0.4-0.5	395
0.5-0.6	51
0.6-0.7	92
0.7-0.8	40
0.8-0.85	7
0.85-0.9	0
0.9-0.95	0
0.95-1	10

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	NPC261619
High Similarity	1.0	NPC157410
High Similarity	1.0	NPC61477
High Similarity	1.0	NPC78770
High Similarity	1.0	NPC219876
High Similarity	1.0	NPC126029
High Similarity	1.0	NPC15658
High Similarity	1.0	NPC111440
High Similarity	1.0	NPC599787
High Similarity	1.0	NPC611680
Intermediate Similarity	0.8222	NPC60124
Intermediate Similarity	0.8222	NPC207179
Intermediate Similarity	0.8222	NPC167571
Intermediate Similarity	0.8222	NPC293138
Intermediate Similarity	0.8222	NPC278552
Intermediate Similarity	0.8222	NPC591003
Intermediate Similarity	0.8222	NPC601771
Intermediate Similarity	0.7826	NPC268266
Intermediate Similarity	0.7826	NPC42760
Intermediate Similarity	0.7826	NPC220825
Intermediate Similarity	0.7826	NPC268342
Intermediate Similarity	0.7826	NPC17308
Intermediate Similarity	0.7826	NPC602526
Intermediate Similarity	0.7826	NPC608295
Intermediate Similarity	0.7447	NPC511948
Intermediate Similarity	0.7391	NPC558024
Intermediate Similarity	0.7241	NPC28440
Intermediate Similarity	0.7143	NPC27124
Intermediate Similarity	0.7119	NPC502109
Intermediate Similarity	0.7115	NPC16435
Intermediate Similarity	0.7115	NPC171932
Intermediate Similarity	0.7115	NPC294952
Intermediate Similarity	0.7115	NPC595409
Intermediate Similarity	0.7059	NPC596684
Intermediate Similarity	0.7018	NPC243227
Intermediate Similarity	0.7018	NPC58190
Intermediate Similarity	0.7018	NPC21125
Intermediate Similarity	0.7018	NPC108811
Intermediate Similarity	0.7018	NPC137780
Intermediate Similarity	0.7018	NPC251619
Intermediate Similarity	0.7018	NPC154159
Intermediate Similarity	0.7018	NPC170103
Intermediate Similarity	0.7018	NPC236202
Intermediate Similarity	0.7018	NPC262911
Intermediate Similarity	0.7018	NPC486518
Intermediate Similarity	0.7018	NPC39476
Intermediate Similarity	0.7018	NPC104609
Intermediate Similarity	0.7018	NPC136648
Intermediate Similarity	0.7018	NPC202742
Intermediate Similarity	0.7018	NPC65994
Intermediate Similarity	0.7018	NPC297480
Intermediate Similarity	0.7018	NPC125514
Intermediate Similarity	0.7018	NPC267333
Intermediate Similarity	0.7018	NPC499148
Intermediate Similarity	0.7018	NPC521085
Intermediate Similarity	0.7018	NPC587082
Intermediate Similarity	0.7018	NPC601939
Remote Similarity	0.6897	NPC34763
Remote Similarity	0.6897	NPC246202
Remote Similarity	0.6897	NPC224161
Remote Similarity	0.6897	NPC132498
Remote Similarity	0.6897	NPC46335
Remote Similarity	0.6897	NPC276154
Remote Similarity	0.6897	NPC294558
Remote Similarity	0.6897	NPC101430
Remote Similarity	0.6897	NPC18185
Remote Similarity	0.6897	NPC94729
Remote Similarity	0.6897	NPC263940
Remote Similarity	0.6897	NPC279406
Remote Similarity	0.6897	NPC109245
Remote Similarity	0.6897	NPC37798
Remote Similarity	0.6897	NPC154656
Remote Similarity	0.6897	NPC486519
Remote Similarity	0.6897	NPC304830
Remote Similarity	0.6897	NPC195773
Remote Similarity	0.6897	NPC166677
Remote Similarity	0.6897	NPC102121
Remote Similarity	0.6897	NPC490411
Remote Similarity	0.6897	NPC490344
Remote Similarity	0.6897	NPC585173
Remote Similarity	0.6875	NPC566061
Remote Similarity	0.6875	NPC589122
Remote Similarity	0.6875	NPC590997
Remote Similarity	0.6875	NPC601844
Remote Similarity	0.6863	NPC522073
Remote Similarity	0.68	NPC47398
Remote Similarity	0.68	NPC234333
Remote Similarity	0.68	NPC260898
Remote Similarity	0.68	NPC553999
Remote Similarity	0.6731	NPC61946
Remote Similarity	0.6667	NPC34320
Remote Similarity	0.6667	NPC598381
Remote Similarity	0.6604	NPC136172
Remote Similarity	0.6557	NPC52107
Remote Similarity	0.6557	NPC37288
Remote Similarity	0.6557	NPC102068
Remote Similarity	0.6557	NPC140586
Remote Similarity	0.6557	NPC500687
Remote Similarity	0.6538	NPC278545
Remote Similarity	0.6538	NPC194454
Remote Similarity	0.6538	NPC99717
Remote Similarity	0.6538	NPC321850
Remote Similarity	0.6538	NPC523765
Remote Similarity	0.6538	NPC561571
Remote Similarity	0.6508	NPC293026
Remote Similarity	0.6471	NPC130315
Remote Similarity	0.6452	NPC69910
Remote Similarity	0.6452	NPC221289
Remote Similarity	0.6415	NPC36835
Remote Similarity	0.6415	NPC246162
Remote Similarity	0.6415	NPC9743
Remote Similarity	0.6415	NPC260491
Remote Similarity	0.6415	NPC61506
Remote Similarity	0.6415	NPC233443
Remote Similarity	0.6415	NPC240476
Remote Similarity	0.6415	NPC14711
Remote Similarity	0.6415	NPC492004
Remote Similarity	0.6364	NPC557605
Remote Similarity	0.6349	NPC76733
Remote Similarity	0.6349	NPC85345
Remote Similarity	0.6349	NPC226809
Remote Similarity	0.625	NPC159664
Remote Similarity	0.625	NPC150670
Remote Similarity	0.625	NPC305471
Remote Similarity	0.625	NPC256623
Remote Similarity	0.625	NPC549278
Remote Similarity	0.6226	NPC238254
Remote Similarity	0.6226	NPC157417
Remote Similarity	0.6226	NPC556041
Remote Similarity	0.6182	NPC178054
Remote Similarity	0.6182	NPC51753
Remote Similarity	0.6167	NPC82917
Remote Similarity	0.6167	NPC9636
Remote Similarity	0.6154	NPC278548
Remote Similarity	0.6154	NPC534234
Remote Similarity	0.6154	NPC601680
Remote Similarity	0.6129	NPC313116
Remote Similarity	0.6129	NPC308402
Remote Similarity	0.6129	NPC17928
Remote Similarity	0.6129	NPC491254
Remote Similarity	0.6129	NPC601208
Remote Similarity	0.6129	NPC603340
Remote Similarity	0.6111	NPC566766
Remote Similarity	0.6111	NPC590144
Remote Similarity	0.6102	NPC97080
Remote Similarity	0.6	NPC257256
Remote Similarity	0.6	NPC304898
Remote Similarity	0.6	NPC60445
Remote Similarity	0.6	NPC544192
Remote Similarity	0.5968	NPC513066
Remote Similarity	0.5938	NPC70409
Remote Similarity	0.5938	NPC204770
Remote Similarity	0.5938	NPC600551
Remote Similarity	0.5938	NPC601980
Remote Similarity	0.5938	NPC602065
Remote Similarity	0.5938	NPC611024
Remote Similarity	0.5909	NPC302549
Remote Similarity	0.5909	NPC273791
Remote Similarity	0.5909	NPC611105
Remote Similarity	0.5902	NPC469313
Remote Similarity	0.5902	NPC546029
Remote Similarity	0.5902	NPC559243
Remote Similarity	0.5902	NPC585224
Remote Similarity	0.5902	NPC593699
Remote Similarity	0.5833	NPC177228
Remote Similarity	0.5833	NPC22941
Remote Similarity	0.5833	NPC235469
Remote Similarity	0.5833	NPC261946
Remote Similarity	0.5833	NPC20442
Remote Similarity	0.5833	NPC525312
Remote Similarity	0.5833	NPC528067
Remote Similarity	0.5833	NPC570120
Remote Similarity	0.5833	NPC586344
Remote Similarity	0.5806	NPC502814
Remote Similarity	0.5781	NPC264972
Remote Similarity	0.5781	NPC525246
Remote Similarity	0.5758	NPC272552
Remote Similarity	0.5758	NPC283309
Remote Similarity	0.5758	NPC266613
Remote Similarity	0.5758	NPC243712
Remote Similarity	0.5758	NPC226108
Remote Similarity	0.5758	NPC322899
Remote Similarity	0.5758	NPC85305
Remote Similarity	0.5758	NPC252155
Remote Similarity	0.5758	NPC69189
Remote Similarity	0.5758	NPC246044
Remote Similarity	0.5758	NPC59754
Remote Similarity	0.5758	NPC600630
Remote Similarity	0.5758	NPC607896
Remote Similarity	0.5758	NPC611369
Remote Similarity	0.5738	NPC289990
Remote Similarity	0.5738	NPC328561
Remote Similarity	0.5738	NPC550169
Remote Similarity	0.5738	NPC580349
Remote Similarity	0.5735	NPC20050
Remote Similarity	0.5714	NPC140341
Remote Similarity	0.5714	NPC585093
Remote Similarity	0.5692	NPC470802
Remote Similarity	0.5692	NPC514165
Remote Similarity	0.5672	NPC46283

Drug Structure

NPD1612 OpenBabel08211701082D 26 28 0 0 1 0 0 0 0 0999 V2000 -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 -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 1.7321 0.0000 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 -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 0.8660 1.5000 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 1.7321 2.0000 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 -0.8660 1.5000 0.0000 C 0 0 3 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 3 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 1.7321 3.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -4.3301 0.5000 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 3.4641 -1.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -4.3301 -2.5000 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 -4.3301 1.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 3.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 2 2 0 0 0 0 1 7 1 0 0 0 0 2 10 1 0 0 0 0 3 7 2 0 0 0 0 3 12 1 0 0 0 0 4 8 2 0 0 0 0 4 11 1 0 0 0 0 5 8 1 0 0 0 0 5 14 2 0 0 0 0 6 9 1 0 0 0 0 6 13 1 0 0 0 0 7 15 1 0 0 0 0 8 16 1 0 0 0 0 9 11 2 0 0 0 0 9 14 1 0 0 0 0 10 12 2 0 0 0 0 10 17 1 0 0 0 0 11 18 1 0 0 0 0 12 19 1 0 0 0 0 13 15 1 0 0 0 0 13 20 1 0 0 0 0 14 21 1 0 0 0 0 15 21 1 0 0 0 0 16 22 1 0 0 0 0 17 23 1 0 0 0 0 18 24 1 0 0 0 0 19 25 1 0 0 0 0 20 26 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DNC013888
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	1203
ChEBI
CAS Number

Drug Properties

Molecular Weight	290.08
ALogP	-2.494
MLogP	2.45
XLogP	0.406
HDA	1
HBD	5
Rotatable Bonds	6
TPSA	110.38
RO5 Violation	0