NPASS drugs

Drug Information

Drug ID:	NPD7685
Drug Name:	picroliv
Molecular Formula:	C32H34O14
Canonical SMILES:	COc1cc(ccc1O)C(=O)OC[C@@]12O[C@H]2[C@H]([C@H]2[C@@H]1C(OC=C2)O[C@@H]1O[C@H](COC(=O)/C=C/c2ccccc2)[C@H]([C@@H]([C@H]1O)O)O)O
Standard InCHI:	"InChI=1S/C32H34O14/c1-40-20-13-17(8-9-19(20)33)29(39)43-15-32-23-18(24(35)28(32)46-32)11-12-41-30(23)45-31-27(38)26(37)25(36)21(44-31)14-42-22(34)10-7-16-5-3-2-4-6-16/h2-13,18,21,23-28,30-31,33,35-38H,14-15H2,1H3/b10-7+/t18-,21-,23-,24+,25-,26+,27-,28+,30?,31+,32-/m1/s1"
Standard InCHIKey:	LBRFKSXIDGWNGE-ZIFBFVIFSA-N
Max Developmental Stage:	Pre-registration
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD7685

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	54704
0.1-0.2	135726
0.2-0.3	18406
0.3-0.4	2342
0.4-0.5	486
0.5-0.6	44
0.6-0.7	22
0.7-0.8	6
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	0.7849	NPC561863
Intermediate Similarity	0.7283	NPC216546
Intermediate Similarity	0.7283	NPC302246
Intermediate Similarity	0.7283	NPC593367
Intermediate Similarity	0.7216	NPC110690
Intermediate Similarity	0.7216	NPC559760
Remote Similarity	0.6809	NPC234710
Remote Similarity	0.6809	NPC7190
Remote Similarity	0.6809	NPC299104
Remote Similarity	0.6809	NPC175333
Remote Similarity	0.6809	NPC319237
Remote Similarity	0.6809	NPC158522
Remote Similarity	0.6809	NPC514920
Remote Similarity	0.6702	NPC64333
Remote Similarity	0.6702	NPC112401
Remote Similarity	0.6702	NPC217691
Remote Similarity	0.6702	NPC523068
Remote Similarity	0.6702	NPC568769
Remote Similarity	0.6465	NPC12568
Remote Similarity	0.6327	NPC122107
Remote Similarity	0.6327	NPC46139
Remote Similarity	0.6327	NPC190291
Remote Similarity	0.6327	NPC148213
Remote Similarity	0.6327	NPC596760
Remote Similarity	0.6321	NPC542015
Remote Similarity	0.6263	NPC224656
Remote Similarity	0.6162	NPC167134
Remote Similarity	0.6061	NPC476011
Remote Similarity	0.5979	NPC299947
Remote Similarity	0.596	NPC545597
Remote Similarity	0.5957	NPC173368
Remote Similarity	0.5957	NPC494700
Remote Similarity	0.5905	NPC498882
Remote Similarity	0.5897	NPC569847
Remote Similarity	0.5534	NPC308178
Remote Similarity	0.549	NPC479963
Remote Similarity	0.537	NPC481006
Remote Similarity	0.5288	NPC514259
Remote Similarity	0.5288	NPC541951
Remote Similarity	0.5243	NPC478242
Remote Similarity	0.5238	NPC266457
Remote Similarity	0.5238	NPC517495
Remote Similarity	0.5238	NPC550524
Remote Similarity	0.5238	NPC596070
Remote Similarity	0.5234	NPC305600
Remote Similarity	0.5196	NPC31027
Remote Similarity	0.5192	NPC238678
Remote Similarity	0.5192	NPC298736
Remote Similarity	0.5192	NPC76684
Remote Similarity	0.5192	NPC34814
Remote Similarity	0.5192	NPC150475
Remote Similarity	0.5192	NPC130730
Remote Similarity	0.5192	NPC41010
Remote Similarity	0.5192	NPC158290
Remote Similarity	0.5192	NPC512200
Remote Similarity	0.5192	NPC542856
Remote Similarity	0.5179	NPC556749
Remote Similarity	0.5098	NPC510530
Remote Similarity	0.5098	NPC538779
Remote Similarity	0.5098	NPC541430
Remote Similarity	0.5098	NPC593653
Remote Similarity	0.5094	NPC92647
Remote Similarity	0.5094	NPC168271
Remote Similarity	0.5091	NPC18060
Remote Similarity	0.505	NPC485234
Remote Similarity	0.5049	NPC503531
Remote Similarity	0.5048	NPC237872
Remote Similarity	0.5048	NPC302286
Remote Similarity	0.5048	NPC116104
Remote Similarity	0.5048	NPC518227
Remote Similarity	0.5048	NPC571752
Remote Similarity	0.5046	NPC580049

Drug Structure

NPD7685 OpenBabel08211712032D 51 56 0 0 1 0 0 0 0 0999 V2000 -3.5788 -4.1794 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -8.4089 -2.6083 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -9.2749 -2.1083 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.5429 -2.1083 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -9.2749 -1.1083 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.5429 -1.1083 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -8.4089 0.3917 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.4624 -0.6838 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.9911 -1.5326 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.5429 0.8917 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.2514 3.3917 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.6146 3.8917 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.9922 -1.5995 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.8108 1.8917 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.4062 0.9470 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -8.4089 -0.6083 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.4630 -0.7172 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.2514 2.3917 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -4.5203 -2.4149 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.5209 -2.4483 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.9448 2.3917 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -6.6768 0.3917 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.6146 1.8917 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 0.9945 1.7226 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -4.9448 3.3917 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -4.0787 3.8917 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -3.2127 3.3917 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 0.5878 0.8090 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -2.9343 0.1316 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.4807 2.3917 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 -3.2127 2.3917 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -0.4067 0.9135 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -5.0490 -3.2637 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -6.6768 -0.6083 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.9727 1.9305 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -5.8108 3.8917 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -4.0787 4.8917 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.3467 3.8917 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -3.4051 1.0139 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -3.0501 -3.3306 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.4807 3.3917 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -5.8108 0.8917 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.9349 0.0982 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -4.0787 1.8917 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.3467 1.8917 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 -4.5783 -4.1459 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 2.2817 2.8815 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -5.8108 4.8917 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -4.9448 5.3917 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.3467 4.8917 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 40 1 0 0 0 0 2 3 2 0 0 0 0 2 4 1 0 0 0 0 3 5 1 0 0 0 0 4 6 2 0 0 0 0 5 16 2 0 0 0 0 6 16 1 0 0 0 0 7 10 2 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 19 1 0 0 0 0 10 22 1 0 0 0 0 11 12 2 0 0 0 0 12 41 1 0 0 0 0 13 17 2 0 0 0 0 13 20 1 0 0 0 0 14 42 1 0 0 0 0 15 43 1 0 0 0 0 17 29 1 0 0 0 0 18 11 1 1 0 0 0 18 23 1 0 0 0 0 18 24 1 0 0 0 0 19 20 2 0 0 0 0 19 33 1 0 0 0 0 20 40 1 0 0 0 0 21 14 1 6 0 0 0 21 25 1 0 0 0 0 21 44 1 0 0 0 0 22 34 2 0 0 0 0 22 42 1 0 0 0 0 23 30 1 0 0 0 0 23 32 1 1 0 0 0 24 28 1 0 0 0 0 24 35 1 6 0 0 0 25 26 1 0 0 0 0 25 36 1 1 0 0 0 26 27 1 0 0 0 0 26 37 1 6 0 0 0 27 31 1 0 0 0 0 27 38 1 1 0 0 0 28 32 1 1 0 0 0 28 46 1 0 0 0 0 29 39 2 0 0 0 0 29 43 1 0 0 0 0 30 41 1 0 0 0 0 30 45 1 0 0 0 0 31 44 1 0 0 0 0 31 45 1 6 0 0 0 32 15 1 1 0 0 0 32 46 1 0 0 0 0 33 47 1 0 0 0 0 35 48 1 0 0 0 0 36 49 1 0 0 0 0 37 50 1 0 0 0 0 38 51 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB003781
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	0
ChEBI
CAS Number

Drug Properties

Molecular Weight	642.19
ALogP	-3.7559
MLogP	3.44
XLogP	3.034
HDA	12
HBD	5
Rotatable Bonds	18
TPSA	203.2
RO5 Violation	2