NPASS drugs

Drug Information

Drug ID:	NPD4056
Drug Name:
Molecular Formula:	C20H24O10
Canonical SMILES:	O=C1O[C@@H]2[C@@]([C@@H]1C)(O)[C@@]13C4(C2O)[C@H](OC3=O)CC(C24[C@H](O1)OC(=O)C2O)C(C)(C)C
Standard InCHI:	"InChI=1S/C20H24O10/c1-6-12(23)28-11-9(21)18-8-5-7(16(2,3)4)17(18)10(22)13(24)29-15(17)30-20(18,14(25)27-8)19(6,11)26/h6-11,15,21-22,26H,5H2,1-4H3/t6-,7?,8-,9?,10?,11+,15+,17?,18?,19-,20-/m1/s1"
Standard InCHIKey:	SQOJOAFXDQDRGF-OUKFJUMTSA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD4056

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	80292
0.1-0.2	124188
0.2-0.3	7201
0.3-0.4	7
0.4-0.5	4
0.5-0.6	11
0.6-0.7	11
0.7-0.8	12
0.8-0.85	0
0.85-0.9	0
0.9-0.95	0
0.95-1	14

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	NPC50043
High Similarity	1.0	NPC284574
High Similarity	1.0	NPC75686
High Similarity	1.0	NPC49015
High Similarity	1.0	NPC229559
High Similarity	1.0	NPC123070
High Similarity	1.0	NPC132304
High Similarity	1.0	NPC212198
High Similarity	1.0	NPC219981
High Similarity	1.0	NPC114920
High Similarity	1.0	NPC301708
High Similarity	1.0	NPC169089
High Similarity	1.0	NPC188312
High Similarity	1.0	NPC519328
Intermediate Similarity	0.7377	NPC48629
Intermediate Similarity	0.7377	NPC114365
Intermediate Similarity	0.7377	NPC211267
Intermediate Similarity	0.7377	NPC154962
Intermediate Similarity	0.7377	NPC329156
Intermediate Similarity	0.7377	NPC18044
Intermediate Similarity	0.7377	NPC177518
Intermediate Similarity	0.7377	NPC110765
Intermediate Similarity	0.7377	NPC203980
Intermediate Similarity	0.7377	NPC137717
Intermediate Similarity	0.7377	NPC234970
Intermediate Similarity	0.7377	NPC182197
Remote Similarity	0.6935	NPC202764
Remote Similarity	0.6935	NPC88890
Remote Similarity	0.6935	NPC100648
Remote Similarity	0.6935	NPC18433
Remote Similarity	0.6935	NPC39635
Remote Similarity	0.6935	NPC74059
Remote Similarity	0.6935	NPC78265
Remote Similarity	0.6935	NPC61366
Remote Similarity	0.6935	NPC199729
Remote Similarity	0.6935	NPC161334
Remote Similarity	0.6935	NPC515480
Remote Similarity	0.597	NPC172494
Remote Similarity	0.597	NPC294389
Remote Similarity	0.5735	NPC127423
Remote Similarity	0.5735	NPC290768
Remote Similarity	0.5735	NPC195987
Remote Similarity	0.5735	NPC118013
Remote Similarity	0.5735	NPC234205
Remote Similarity	0.5735	NPC211995
Remote Similarity	0.5735	NPC149746
Remote Similarity	0.5735	NPC224605
Remote Similarity	0.5735	NPC587505

Drug Structure

NPD4056 OpenBabel08211704332D 33 38 0 0 1 0 0 0 0 0999 V2000 2.5719 0.9684 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5992 -2.9982 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.3997 -2.0515 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.3790 -3.6172 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0297 -2.9558 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5715 0.0001 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -0.7600 -2.3970 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 0.7900 -2.3964 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 1.2800 -2.0822 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 -1.2333 -2.0392 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 2.0870 -1.4885 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 3.3539 -0.5689 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.0157 -1.4699 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0058 -1.0181 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.7484 -0.5506 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -1.6796 -2.6976 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.4501 -1.4711 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 0.4914 -1.4762 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 1.7885 -0.5682 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 0.7900 -0.5587 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 1.2696 -3.0767 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.2341 -3.0075 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 4.2750 -0.2701 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.9368 -1.7684 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.6830 -0.0498 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.4900 0.3520 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.0058 -1.9370 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.0545 -1.4889 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.7160 -0.5499 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 2.1257 -3.5830 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.3958 -3.4923 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 0.5278 0.2513 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 6 1 0 0 0 0 2 16 1 0 0 0 0 3 16 1 0 0 0 0 4 16 1 0 0 0 0 5 7 1 0 0 0 0 5 8 1 0 0 0 0 6 12 1 0 0 0 0 6 19 1 6 0 0 0 7 16 1 0 0 0 0 7 17 1 0 0 0 0 8 18 1 1 0 0 0 8 27 1 0 0 0 0 9 11 1 0 0 0 0 9 18 1 0 0 0 0 9 21 1 0 0 0 0 10 13 1 0 0 0 0 10 17 1 0 0 0 0 10 22 1 0 0 0 0 11 19 1 1 0 0 0 11 28 1 0 0 0 0 12 23 2 0 0 0 0 12 28 1 0 0 0 0 13 24 2 0 0 0 0 13 29 1 0 0 0 0 14 20 1 0 0 0 0 14 25 2 0 0 0 0 14 27 1 0 0 0 0 15 17 1 1 0 0 0 15 29 1 0 0 0 0 15 30 1 0 0 0 0 17 18 1 0 0 0 0 19 20 1 1 0 0 0 19 26 1 0 0 0 0 20 18 1 1 0 0 0 20 30 1 0 0 0 0 21 31 1 0 0 0 0 22 32 1 0 0 0 0 26 33 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DNC000338
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	441294
ChEBI
CAS Number

Drug Properties

Molecular Weight	424.14
ALogP	-1.3181
MLogP	2.56
XLogP	0.146
HDA	10
HBD	3
Rotatable Bonds	8
TPSA	148.82
RO5 Violation	0