NPASS drugs

Drug Information

Drug ID:	NPD4380
Drug Name:	"puerarin (oral formulation, alcoholism), Natural Pharmacia"
Molecular Formula:	C21H20O9
Canonical SMILES:	OC[C@H]1O[C@H]([C@@H]([C@H]([C@@H]1O)O)O)c1c(O)ccc2c1occ(c2=O)c1ccc(cc1)O
Standard InCHI:	"InChI=1S/C21H20O9/c22-7-14-17(26)18(27)19(28)21(30-14)15-13(24)6-5-11-16(25)12(8-29-20(11)15)9-1-3-10(23)4-2-9/h1-6,8,14,17-19,21-24,26-28H,7H2/t14-,17-,18+,19-,21+/m1/s1"
Standard InCHIKey:	HKEAFJYKMMKDOR-VPRICQMDSA-N
Max Developmental Stage:	Phase 2
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD4380

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	86044
0.1-0.2	114016
0.2-0.3	10028
0.3-0.4	1251
0.4-0.5	321
0.5-0.6	37
0.6-0.7	13
0.7-0.8	20
0.8-0.85	2
0.85-0.9	2
0.9-0.95	0
0.95-1	3

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	NPC124478
High Similarity	1.0	NPC10689
High Similarity	1.0	NPC611434
High Similarity	0.8657	NPC23137
High Similarity	0.8657	NPC328605
Intermediate Similarity	0.8169	NPC253135
Intermediate Similarity	0.8169	NPC102687
Intermediate Similarity	0.7838	NPC320924
Intermediate Similarity	0.7838	NPC222497
Intermediate Similarity	0.7838	NPC174978
Intermediate Similarity	0.7838	NPC507037
Intermediate Similarity	0.7606	NPC177308
Intermediate Similarity	0.7606	NPC6616
Intermediate Similarity	0.7606	NPC511899
Intermediate Similarity	0.7568	NPC557683
Intermediate Similarity	0.7342	NPC79836
Intermediate Similarity	0.7342	NPC31184
Intermediate Similarity	0.7342	NPC539653
Intermediate Similarity	0.7089	NPC71830
Intermediate Similarity	0.7089	NPC515360
Intermediate Similarity	0.7089	NPC554583
Intermediate Similarity	0.7089	NPC607879
Intermediate Similarity	0.7037	NPC581883
Intermediate Similarity	0.7037	NPC596756
Intermediate Similarity	0.7027	NPC284819
Intermediate Similarity	0.7027	NPC543826
Intermediate Similarity	0.7	NPC565298
Remote Similarity	0.6622	NPC193011
Remote Similarity	0.6622	NPC555631
Remote Similarity	0.6579	NPC215827
Remote Similarity	0.6579	NPC510453
Remote Similarity	0.64	NPC511257
Remote Similarity	0.6395	NPC137650
Remote Similarity	0.6395	NPC97161
Remote Similarity	0.6329	NPC502213
Remote Similarity	0.6282	NPC551354
Remote Similarity	0.6265	NPC518724
Remote Similarity	0.6125	NPC515443
Remote Similarity	0.6076	NPC589442
Remote Similarity	0.6024	NPC248345
Remote Similarity	0.5821	NPC548358
Remote Similarity	0.5802	NPC544720
Remote Similarity	0.5769	NPC553058
Remote Similarity	0.5634	NPC513931
Remote Similarity	0.557	NPC209846
Remote Similarity	0.557	NPC523122
Remote Similarity	0.557	NPC530531
Remote Similarity	0.557	NPC533408
Remote Similarity	0.557	NPC535414
Remote Similarity	0.557	NPC606122
Remote Similarity	0.5568	NPC554920
Remote Similarity	0.5556	NPC503707
Remote Similarity	0.5506	NPC595582
Remote Similarity	0.5495	NPC200240
Remote Similarity	0.5444	NPC298044
Remote Similarity	0.5444	NPC529663
Remote Similarity	0.5375	NPC545196
Remote Similarity	0.5301	NPC319857
Remote Similarity	0.527	NPC72402
Remote Similarity	0.5244	NPC580204
Remote Similarity	0.5176	NPC496525
Remote Similarity	0.5119	NPC321992
Remote Similarity	0.5119	NPC161749
Remote Similarity	0.5119	NPC90489
Remote Similarity	0.5119	NPC602657
Remote Similarity	0.506	NPC502
Remote Similarity	0.506	NPC154552
Remote Similarity	0.506	NPC323526
Remote Similarity	0.506	NPC238192
Remote Similarity	0.506	NPC112701
Remote Similarity	0.506	NPC206589
Remote Similarity	0.506	NPC490432
Remote Similarity	0.506	NPC506465
Remote Similarity	0.506	NPC555519
Remote Similarity	0.506	NPC557051
Remote Similarity	0.506	NPC560087
Remote Similarity	0.506	NPC595274

Drug Structure

NPD4380 OpenBabel08211705262D 36 39 0 0 1 0 0 0 0 0999 V2000 -5.1962 -3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.0622 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.0622 -3.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.9282 -2.0000 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 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 -2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.1962 -2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.9282 -3.0000 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 -4.3301 -1.5000 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 0.8660 -0.5000 0.0000 C 0 0 2 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 -4.3301 -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 2 0 0 0 0 0 0 0 0 0 0.0000 -2.0000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -0.8660 -1.5000 0.0000 C 0 0 2 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 -0.5000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 2.5981 -0.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -7.7942 -3.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 1.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -5.1962 -0.0000 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 -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 -2.5981 -1.5000 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 2.5981 -1.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -7.7942 -4.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 2.5000 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 -0.8660 -3.5000 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 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 22 1 0 0 0 0 8 12 2 0 0 0 0 8 29 1 0 0 0 0 9 12 1 0 0 0 0 10 23 1 0 0 0 0 11 16 1 0 0 0 0 11 20 2 0 0 0 0 12 16 1 0 0 0 0 13 15 2 0 0 0 0 13 24 1 0 0 0 0 14 7 1 6 0 0 0 14 17 1 0 0 0 0 14 30 1 0 0 0 0 15 20 1 0 0 0 0 16 25 2 0 0 0 0 17 18 1 0 0 0 0 17 26 1 1 0 0 0 18 19 1 0 0 0 0 18 27 1 6 0 0 0 19 21 1 0 0 0 0 19 28 1 1 0 0 0 20 29 1 0 0 0 0 21 15 1 6 0 0 0 21 30 1 0 0 0 0 22 31 1 0 0 0 0 23 32 1 0 0 0 0 24 33 1 0 0 0 0 26 34 1 0 0 0 0 27 35 1 0 0 0 0 28 36 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB014224
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	0
ChEBI
CAS Number

Drug Properties

Molecular Weight	416.11
ALogP	-3.823
MLogP	2.78
XLogP	0.4
HDA	6
HBD	6
Rotatable Bonds	9
TPSA	156.91
RO5 Violation	1