NPASS drugs

Drug Information

Drug ID:	NPD7328
Drug Name:	Ouabain
Molecular Formula:	C29H44O12
Canonical SMILES:	OC[C@@]12[C@H](O)C[C@@H](C[C@@]2(O)CC[C@@H]2[C@@H]1[C@H](O)C[C@]1([C@]2(O)CC[C@@H]1C1=CC(=O)OC1)C)O[C@@H]1O[C@@H](C)[C@@H]([C@H]([C@H]1O)O)O
Standard InCHI:	"InChI=1S/C29H44O12/c1-13-22(34)23(35)24(36)25(40-13)41-15-8-19(32)28(12-30)21-17(3-5-27(28,37)9-15)29(38)6-4-16(14-7-20(33)39-11-14)26(29,2)10-18(21)31/h7,13,15-19,21-25,30-32,34-38H,3-6,8-12H2,1-2H3/t13-,15-,16+,17+,18+,19+,21+,22-,23+,24+,25-,26+,27-,28+,29-/m0/s1"
Standard InCHIKey:	LPMXVESGRSUGHW-HBYQJFLCSA-N
Max Developmental Stage:	Phase 4
Max Developmental Stage Source:	TTD; ChEMBL; IUPHAR/BPS

Structural Similarity Between NPASS Natural Products and NPD7328

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	59709
0.1-0.2	130041
0.2-0.3	20894
0.3-0.4	659
0.4-0.5	281
0.5-0.6	85
0.6-0.7	44
0.7-0.8	10
0.8-0.85	0
0.85-0.9	0
0.9-0.95	0
0.95-1	7

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	NPC196839
High Similarity	1.0	NPC83287
High Similarity	1.0	NPC314536
High Similarity	1.0	NPC489948
High Similarity	1.0	NPC554265
High Similarity	1.0	NPC567558
High Similarity	1.0	NPC612047
Intermediate Similarity	0.775	NPC311516
Intermediate Similarity	0.775	NPC560526
Intermediate Similarity	0.7595	NPC86182
Intermediate Similarity	0.7595	NPC73433
Intermediate Similarity	0.7595	NPC221826
Intermediate Similarity	0.7595	NPC34192
Intermediate Similarity	0.7595	NPC493794
Intermediate Similarity	0.7595	NPC557071
Intermediate Similarity	0.7595	NPC586611
Intermediate Similarity	0.7317	NPC498201
Remote Similarity	0.6867	NPC83699
Remote Similarity	0.6867	NPC157376
Remote Similarity	0.6867	NPC142066
Remote Similarity	0.6867	NPC603972
Remote Similarity	0.6867	NPC570658
Remote Similarity	0.6747	NPC288328
Remote Similarity	0.6747	NPC197963
Remote Similarity	0.6747	NPC94659
Remote Similarity	0.6747	NPC73483
Remote Similarity	0.6747	NPC534493
Remote Similarity	0.6747	NPC552261
Remote Similarity	0.6627	NPC51898
Remote Similarity	0.6627	NPC99728
Remote Similarity	0.6627	NPC87250
Remote Similarity	0.6627	NPC244402
Remote Similarity	0.6627	NPC50305
Remote Similarity	0.6471	NPC71747
Remote Similarity	0.6471	NPC17896
Remote Similarity	0.6471	NPC230976
Remote Similarity	0.6471	NPC316995
Remote Similarity	0.6471	NPC284406
Remote Similarity	0.6471	NPC197707
Remote Similarity	0.6471	NPC251866
Remote Similarity	0.6471	NPC563227
Remote Similarity	0.6471	NPC573529
Remote Similarity	0.6471	NPC575350
Remote Similarity	0.6471	NPC589152
Remote Similarity	0.6304	NPC264336
Remote Similarity	0.6235	NPC289119
Remote Similarity	0.6207	NPC55539
Remote Similarity	0.618	NPC471354
Remote Similarity	0.618	NPC27507
Remote Similarity	0.6163	NPC196429
Remote Similarity	0.6163	NPC309034
Remote Similarity	0.6136	NPC77319
Remote Similarity	0.6136	NPC471351
Remote Similarity	0.6136	NPC471355
Remote Similarity	0.6136	NPC568691
Remote Similarity	0.6064	NPC59288
Remote Similarity	0.6023	NPC76572
Remote Similarity	0.6023	NPC193382
Remote Similarity	0.6023	NPC271482
Remote Similarity	0.6023	NPC511596
Remote Similarity	0.6023	NPC552901
Remote Similarity	0.5977	NPC84987
Remote Similarity	0.5889	NPC9499
Remote Similarity	0.5889	NPC471360
Remote Similarity	0.5889	NPC469751
Remote Similarity	0.5889	NPC108350
Remote Similarity	0.5889	NPC63703
Remote Similarity	0.5889	NPC471361
Remote Similarity	0.5889	NPC86159
Remote Similarity	0.5889	NPC469752
Remote Similarity	0.5889	NPC310768
Remote Similarity	0.5889	NPC469754
Remote Similarity	0.5889	NPC302930
Remote Similarity	0.5889	NPC70542
Remote Similarity	0.5889	NPC511665
Remote Similarity	0.5862	NPC64235
Remote Similarity	0.5862	NPC99620
Remote Similarity	0.5862	NPC571074
Remote Similarity	0.5862	NPC579794
Remote Similarity	0.573	NPC469750
Remote Similarity	0.573	NPC210121
Remote Similarity	0.573	NPC57795
Remote Similarity	0.573	NPC95062
Remote Similarity	0.573	NPC106071
Remote Similarity	0.573	NPC509241
Remote Similarity	0.573	NPC560725
Remote Similarity	0.573	NPC597833
Remote Similarity	0.5684	NPC112886
Remote Similarity	0.5684	NPC537612
Remote Similarity	0.5682	NPC283339
Remote Similarity	0.5682	NPC181580
Remote Similarity	0.5612	NPC496370
Remote Similarity	0.5543	NPC197872
Remote Similarity	0.5543	NPC471353
Remote Similarity	0.5521	NPC240070
Remote Similarity	0.551	NPC469749
Remote Similarity	0.5488	NPC543675
Remote Similarity	0.5474	NPC37193
Remote Similarity	0.5444	NPC139489
Remote Similarity	0.5444	NPC234796
Remote Similarity	0.5444	NPC27613
Remote Similarity	0.5444	NPC294540
Remote Similarity	0.5393	NPC158344
Remote Similarity	0.5393	NPC46363
Remote Similarity	0.5393	NPC572736
Remote Similarity	0.5385	NPC5311
Remote Similarity	0.5385	NPC77299
Remote Similarity	0.5385	NPC480906
Remote Similarity	0.5385	NPC505575
Remote Similarity	0.5376	NPC528665
Remote Similarity	0.5368	NPC167469
Remote Similarity	0.5361	NPC32793
Remote Similarity	0.5361	NPC116075
Remote Similarity	0.5309	NPC509296
Remote Similarity	0.5306	NPC475629
Remote Similarity	0.53	NPC305946
Remote Similarity	0.53	NPC498892
Remote Similarity	0.5275	NPC219085
Remote Similarity	0.5275	NPC552136
Remote Similarity	0.5258	NPC27363
Remote Similarity	0.5222	NPC474418
Remote Similarity	0.5217	NPC480915
Remote Similarity	0.5213	NPC179412
Remote Similarity	0.5213	NPC471356
Remote Similarity	0.5204	NPC475556
Remote Similarity	0.5204	NPC471357
Remote Similarity	0.5204	NPC469757
Remote Similarity	0.5204	NPC117702
Remote Similarity	0.5204	NPC311706
Remote Similarity	0.5204	NPC609198
Remote Similarity	0.5161	NPC480914
Remote Similarity	0.5152	NPC297815
Remote Similarity	0.5119	NPC528418
Remote Similarity	0.5109	NPC16920
Remote Similarity	0.5109	NPC93361
Remote Similarity	0.5109	NPC101638
Remote Similarity	0.5109	NPC59541
Remote Similarity	0.5109	NPC528731
Remote Similarity	0.5109	NPC576313
Remote Similarity	0.5106	NPC146456
Remote Similarity	0.51	NPC132888
Remote Similarity	0.51	NPC66435
Remote Similarity	0.51	NPC318618
Remote Similarity	0.51	NPC182502
Remote Similarity	0.51	NPC229196
Remote Similarity	0.5054	NPC509605

Drug Structure

NPD7328 OpenBabel08211711362D 49 54 0 0 1 0 0 0 0 0999 V2000 3.5510 -1.7378 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5170 -2.4564 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.6780 0.9688 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.1938 -1.4525 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8390 1.4531 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.1938 -0.4843 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.8727 -3.7429 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6768 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8384 1.4531 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.6780 -1.9369 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.3030 -3.1055 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 -0.9683 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.7526 -0.7907 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -3.3563 -2.9046 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6768 0.9687 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -3.3560 -1.9369 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -1.6780 0.0000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -0.8390 -1.4525 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 0.8384 -0.4844 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -3.5205 -4.4619 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8390 -0.4844 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 4.6736 -0.4918 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 4.8752 0.4552 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 4.1559 1.1034 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 3.2349 0.8045 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -2.5170 -1.4525 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 0.0000 0.9688 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 0.0000 -0.0000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -2.5170 -0.4843 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 0.9471 -1.1696 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.0006 -1.9366 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.8384 -2.4209 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -3.3196 -5.4086 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 5.3930 -1.1399 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 5.7962 0.7542 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 4.3575 2.0504 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 1.9370 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.5170 0.4838 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -4.4045 -4.0680 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.0333 -0.1426 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.5155 1.4526 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.2463 -2.0905 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.2019 -2.8836 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1.7592 -2.7202 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 5.1914 -2.0870 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 6.5156 0.1060 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 5.2785 2.3493 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 0.6479 2.6566 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.2365 1.1317 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 2 26 1 0 0 0 0 3 5 1 0 0 0 0 3 17 1 0 0 0 0 4 6 1 0 0 0 0 4 16 1 0 0 0 0 5 27 1 0 0 0 0 6 29 1 0 0 0 0 7 14 2 0 0 0 0 7 20 1 0 0 0 0 8 15 1 0 0 0 0 8 19 1 0 0 0 0 9 15 1 0 0 0 0 9 27 1 0 0 0 0 10 18 1 0 0 0 0 10 26 1 0 0 0 0 11 14 1 0 0 0 0 11 39 1 0 0 0 0 12 30 1 0 0 0 0 13 1 1 6 0 0 0 13 22 1 0 0 0 0 13 40 1 0 0 0 0 14 16 1 0 0 0 0 15 41 1 1 0 0 0 16 26 1 1 0 0 0 17 21 1 0 0 0 0 17 29 1 6 0 0 0 18 21 1 0 0 0 0 18 31 1 6 0 0 0 19 28 1 1 0 0 0 19 32 1 0 0 0 0 20 33 2 0 0 0 0 20 39 1 0 0 0 0 21 28 1 1 0 0 0 22 23 1 0 0 0 0 22 34 1 1 0 0 0 23 24 1 0 0 0 0 23 35 1 6 0 0 0 24 25 1 0 0 0 0 24 36 1 6 0 0 0 25 40 1 0 0 0 0 25 41 1 1 0 0 0 26 29 1 1 0 0 0 27 28 1 1 0 0 0 27 37 1 0 0 0 0 28 12 1 1 0 0 0 29 38 1 1 0 0 0 30 42 1 0 0 0 0 31 43 1 0 0 0 0 32 44 1 0 0 0 0 34 45 1 0 0 0 0 35 46 1 0 0 0 0 36 47 1 0 0 0 0 37 48 1 0 0 0 0 38 49 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DAP000465
DrugBank	DB01092
ChEMBL	CHEMBL222863
IUPHAR/BPS	4826
PharmaGKB	PA163522138
KEGG Drug	D00112
PubChem CID	439501
ChEBI	472805
CAS Number	630-60-4

Drug Properties

Molecular Weight	584.28
ALogP	-4.1486
MLogP	3.33
XLogP	-0.808
HDA	12
HBD	8
Rotatable Bonds	14
TPSA	206.6
RO5 Violation	2