NPASS drugs

Drug Information

Drug ID:	NPD3818
Drug Name:	A-76202M
Molecular Formula:	C20H18O9
Canonical SMILES:	OC[C@H]1O[C@@H]([C@H]([C@@H]1O)O)Oc1ccc2c(c1O)occ(c2=O)c1ccc(cc1)O
Standard InCHI:	"InChI=1S/C20H18O9/c21-7-14-16(24)18(26)20(29-14)28-13-6-5-11-15(23)12(8-27-19(11)17(13)25)9-1-3-10(22)4-2-9/h1-6,8,14,16,18,20-22,24-26H,7H2/t14-,16-,18+,20+/m1/s1"
Standard InCHIKey:	BNGGDPFYEKDHDI-BIJSTVTOSA-N
Max Developmental Stage:	Discontinued
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD3818

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	84274
0.1-0.2	110099
0.2-0.3	13050
0.3-0.4	3776
0.4-0.5	429
0.5-0.6	88
0.6-0.7	9
0.7-0.8	2
0.8-0.85	0
0.85-0.9	0
0.9-0.95	0
0.95-1	0

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
Intermediate Similarity	0.7568	NPC579730
Intermediate Similarity	0.7361	NPC542929
Remote Similarity	0.6667	NPC537316
Remote Similarity	0.6623	NPC321992
Remote Similarity	0.6623	NPC161749
Remote Similarity	0.6623	NPC90489
Remote Similarity	0.6623	NPC602657
Remote Similarity	0.625	NPC518822
Remote Similarity	0.6203	NPC319857
Remote Similarity	0.6	NPC105511
Remote Similarity	0.6	NPC74119
Remote Similarity	0.5909	NPC561969
Remote Similarity	0.5875	NPC211014
Remote Similarity	0.5843	NPC9959
Remote Similarity	0.5843	NPC525966
Remote Similarity	0.5802	NPC258035
Remote Similarity	0.5802	NPC203398
Remote Similarity	0.5802	NPC518521
Remote Similarity	0.5732	NPC78192
Remote Similarity	0.5732	NPC551829
Remote Similarity	0.5663	NPC506272
Remote Similarity	0.561	NPC120612
Remote Similarity	0.561	NPC197896
Remote Similarity	0.561	NPC192875
Remote Similarity	0.561	NPC313163
Remote Similarity	0.561	NPC50504
Remote Similarity	0.561	NPC541435
Remote Similarity	0.561	NPC603330
Remote Similarity	0.5581	NPC233465
Remote Similarity	0.5571	NPC333691
Remote Similarity	0.5542	NPC176244
Remote Similarity	0.55	NPC310109
Remote Similarity	0.55	NPC323243
Remote Similarity	0.55	NPC496988
Remote Similarity	0.55	NPC522866
Remote Similarity	0.5476	NPC100720
Remote Similarity	0.5476	NPC205076
Remote Similarity	0.5476	NPC493199
Remote Similarity	0.5476	NPC518678
Remote Similarity	0.5476	NPC547845
Remote Similarity	0.5476	NPC566722
Remote Similarity	0.5465	NPC155999
Remote Similarity	0.5465	NPC490009
Remote Similarity	0.5465	NPC493301
Remote Similarity	0.5412	NPC166057
Remote Similarity	0.5412	NPC493554
Remote Similarity	0.5412	NPC501224
Remote Similarity	0.5412	NPC557712
Remote Similarity	0.5366	NPC45165
Remote Similarity	0.5366	NPC225778
Remote Similarity	0.5366	NPC51862
Remote Similarity	0.5366	NPC279790
Remote Similarity	0.5366	NPC198030
Remote Similarity	0.5366	NPC526144
Remote Similarity	0.5366	NPC603801
Remote Similarity	0.5357	NPC472526
Remote Similarity	0.5357	NPC512471
Remote Similarity	0.5349	NPC184368
Remote Similarity	0.5349	NPC319449
Remote Similarity	0.5349	NPC229729
Remote Similarity	0.5349	NPC54472
Remote Similarity	0.5349	NPC533134
Remote Similarity	0.5349	NPC573804
Remote Similarity	0.5333	NPC78509
Remote Similarity	0.5301	NPC259070
Remote Similarity	0.5301	NPC501203
Remote Similarity	0.5301	NPC546067
Remote Similarity	0.5294	NPC549313
Remote Similarity	0.5294	NPC586351
Remote Similarity	0.5287	NPC472528
Remote Similarity	0.5269	NPC137650
Remote Similarity	0.5269	NPC265376
Remote Similarity	0.5269	NPC97161
Remote Similarity	0.5269	NPC514050
Remote Similarity	0.5238	NPC517449
Remote Similarity	0.5238	NPC523850
Remote Similarity	0.5238	NPC537746
Remote Similarity	0.5238	NPC548276
Remote Similarity	0.5238	NPC590770
Remote Similarity	0.5238	NPC603782
Remote Similarity	0.5176	NPC100305
Remote Similarity	0.5165	NPC79836
Remote Similarity	0.5165	NPC31184
Remote Similarity	0.5165	NPC539653
Remote Similarity	0.5116	NPC570977
Remote Similarity	0.5114	NPC492682
Remote Similarity	0.5114	NPC502201
Remote Similarity	0.5109	NPC492530
Remote Similarity	0.5072	NPC125449
Remote Similarity	0.5072	NPC603571
Remote Similarity	0.5068	NPC516481
Remote Similarity	0.5059	NPC156457
Remote Similarity	0.5059	NPC213182
Remote Similarity	0.5059	NPC495614
Remote Similarity	0.5059	NPC546472
Remote Similarity	0.5057	NPC507454
Remote Similarity	0.5057	NPC596414
Remote Similarity	0.5056	NPC9430
Remote Similarity	0.5056	NPC546811

Drug Structure

NPD3818 OpenBabel08211704332D 34 37 0 0 1 0 0 0 0 0999 V2000 6.9757 2.9067 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.8417 1.4067 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.8417 3.4067 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.7078 1.9067 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.5116 1.9067 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.6456 1.4067 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.6637 0.6386 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.1097 0.4067 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.9757 1.9067 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.7078 2.9067 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.3776 1.4067 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.1097 1.4067 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.6456 0.4067 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.6691 0.7431 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 5.2437 1.9067 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.1691 1.6092 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 3.5116 -0.0933 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8090 1.4013 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 4.3776 0.4067 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.9135 0.4067 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -2.2514 1.4476 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 9.5738 3.4067 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 5.2437 2.9067 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.5759 2.5227 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.5116 -1.0933 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.5522 2.0704 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 5.2437 -0.0933 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.7796 -0.0933 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 -1.8447 2.3612 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 9.5738 4.4067 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 0.0119 3.3317 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 4.3776 -1.5933 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1.3443 3.0485 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 3 1 0 0 0 0 1 9 2 0 0 0 0 2 4 2 0 0 0 0 2 9 1 0 0 0 0 3 10 2 0 0 0 0 4 10 1 0 0 0 0 5 6 2 0 0 0 0 5 11 1 0 0 0 0 6 13 1 0 0 0 0 7 21 1 0 0 0 0 8 12 2 0 0 0 0 8 27 1 0 0 0 0 9 12 1 0 0 0 0 10 22 1 0 0 0 0 11 15 1 0 0 0 0 11 19 2 0 0 0 0 12 15 1 0 0 0 0 13 17 2 0 0 0 0 13 28 1 0 0 0 0 14 7 1 6 0 0 0 14 16 1 0 0 0 0 14 29 1 0 0 0 0 15 23 2 0 0 0 0 16 18 1 0 0 0 0 16 24 1 1 0 0 0 17 19 1 0 0 0 0 17 25 1 0 0 0 0 18 20 1 0 0 0 0 18 26 1 6 0 0 0 19 27 1 0 0 0 0 20 28 1 1 0 0 0 20 29 1 0 0 0 0 21 30 1 0 0 0 0 22 31 1 0 0 0 0 24 32 1 0 0 0 0 25 33 1 0 0 0 0 26 34 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB010436
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	0
ChEBI
CAS Number

Drug Properties

Molecular Weight	402.1
ALogP	-3.2838
MLogP	2.67
XLogP	0.647
HDA	5
HBD	5
Rotatable Bonds	9
TPSA	145.91
RO5 Violation	0