NPASS drugs

Drug Information

Drug ID:	NPD8328
Drug Name:	Glycyrrhizin
Molecular Formula:	C42H62O16
Canonical SMILES:	O[C@@H]1[C@@H](O[C@@H]2O[C@H](C(=O)O)[C@H]([C@@H]([C@H]2O)O)O)[C@H](O[C@@H]([C@H]1O)C(=O)O)O[C@H]1CC[C@]2([C@H](C1(C)C)CC[C@@]1([C@@H]2C(=O)C=C2[C@@]1(C)CC[C@@]1([C@H]2C[C@](C)(CC1)C(=O)O)C)C)C
Standard InCHI:	"InChI=1S/C42H62O16/c1-37(2)21-8-11-42(7)31(20(43)16-18-19-17-39(4,36(53)54)13-12-38(19,3)14-15-41(18,42)6)40(21,5)10-9-22(37)55-35-30(26(47)25(46)29(57-35)33(51)52)58-34-27(48)23(44)24(45)28(56-34)32(49)50/h16,19,21-31,34-35,44-48H,8-15,17H2,1-7H3,(H,49,50)(H,51,52)(H,53,54)/t19-,21-,22-,23-,24-,25-,26-,27+,28-,29-,30+,31+,34-,35-,38+,39-,40-,41+,42+/m0/s1"
Standard InCHIKey:	LPLVUJXQOOQHMX-QWBHMCJMSA-N
Max Developmental Stage:	Phase 2
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD8328

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	75895
0.1-0.2	120515
0.2-0.3	12420
0.3-0.4	2278
0.4-0.5	446
0.5-0.6	59
0.6-0.7	38
0.7-0.8	36
0.8-0.85	12
0.85-0.9	5
0.9-0.95	8
0.95-1	23

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	NPC482747
High Similarity	1.0	NPC202666
High Similarity	1.0	NPC308597
High Similarity	1.0	NPC471961
High Similarity	1.0	NPC234364
High Similarity	1.0	NPC59040
High Similarity	1.0	NPC306411
High Similarity	1.0	NPC251512
High Similarity	1.0	NPC79264
High Similarity	1.0	NPC177058
High Similarity	1.0	NPC316153
High Similarity	1.0	NPC242015
High Similarity	1.0	NPC72997
High Similarity	1.0	NPC119979
High Similarity	1.0	NPC240074
High Similarity	1.0	NPC103834
High Similarity	1.0	NPC155297
High Similarity	1.0	NPC83300
High Similarity	1.0	NPC520177
High Similarity	1.0	NPC582021
High Similarity	1.0	NPC594468
High Similarity	1.0	NPC604823
High Similarity	1.0	NPC611870
High Similarity	0.9	NPC142048
High Similarity	0.9	NPC157253
High Similarity	0.9	NPC482741
High Similarity	0.9	NPC482745
High Similarity	0.9	NPC482743
High Similarity	0.9	NPC146753
High Similarity	0.9	NPC606582
High Similarity	0.9	NPC610272
High Similarity	0.8901	NPC471965
High Similarity	0.8901	NPC482749
High Similarity	0.8901	NPC165357
High Similarity	0.8837	NPC482752
High Similarity	0.8526	NPC262199
Intermediate Similarity	0.8404	NPC14617
Intermediate Similarity	0.8152	NPC203575
Intermediate Similarity	0.8152	NPC482750
Intermediate Similarity	0.8085	NPC482746
Intermediate Similarity	0.8085	NPC79958
Intermediate Similarity	0.8041	NPC312935
Intermediate Similarity	0.8041	NPC482734
Intermediate Similarity	0.8041	NPC182342
Intermediate Similarity	0.8041	NPC117736
Intermediate Similarity	0.8041	NPC482727
Intermediate Similarity	0.8041	NPC471964
Intermediate Similarity	0.8041	NPC605472
Intermediate Similarity	0.7957	NPC309780
Intermediate Similarity	0.7957	NPC98108
Intermediate Similarity	0.7872	NPC170623
Intermediate Similarity	0.7872	NPC79265
Intermediate Similarity	0.76	NPC156858
Intermediate Similarity	0.7526	NPC157741
Intermediate Similarity	0.7526	NPC482717
Intermediate Similarity	0.75	NPC40694
Intermediate Similarity	0.7374	NPC285091
Intermediate Similarity	0.7374	NPC266774
Intermediate Similarity	0.7374	NPC604365
Intermediate Similarity	0.7353	NPC247315
Intermediate Similarity	0.7353	NPC482728
Intermediate Similarity	0.7353	NPC248963
Intermediate Similarity	0.7353	NPC264676
Intermediate Similarity	0.7353	NPC160902
Intermediate Similarity	0.7255	NPC482755
Intermediate Similarity	0.7255	NPC15998
Intermediate Similarity	0.7228	NPC482722
Intermediate Similarity	0.7228	NPC471963
Intermediate Similarity	0.7228	NPC482729
Intermediate Similarity	0.7228	NPC482742
Intermediate Similarity	0.7228	NPC482744
Intermediate Similarity	0.7204	NPC471967
Intermediate Similarity	0.7172	NPC278983
Intermediate Similarity	0.7172	NPC91298
Intermediate Similarity	0.7157	NPC197934
Intermediate Similarity	0.7143	NPC33776
Intermediate Similarity	0.7143	NPC142379
Intermediate Similarity	0.7143	NPC136202
Intermediate Similarity	0.7143	NPC482748
Intermediate Similarity	0.7115	NPC482737
Intermediate Similarity	0.7115	NPC180559
Intermediate Similarity	0.7115	NPC482735
Intermediate Similarity	0.701	NPC482726
Intermediate Similarity	0.7009	NPC471962
Remote Similarity	0.6857	NPC101045
Remote Similarity	0.6733	NPC216997
Remote Similarity	0.6729	NPC182377
Remote Similarity	0.6729	NPC148822
Remote Similarity	0.6698	NPC76446
Remote Similarity	0.6667	NPC482739
Remote Similarity	0.6667	NPC90907
Remote Similarity	0.6667	NPC41106
Remote Similarity	0.6635	NPC189796
Remote Similarity	0.6607	NPC482736
Remote Similarity	0.6607	NPC482738
Remote Similarity	0.6604	NPC132767
Remote Similarity	0.6602	NPC172462
Remote Similarity	0.6569	NPC201095
Remote Similarity	0.6569	NPC482751
Remote Similarity	0.6389	NPC482740
Remote Similarity	0.6346	NPC76545
Remote Similarity	0.6346	NPC284774
Remote Similarity	0.6346	NPC577415
Remote Similarity	0.6222	NPC482712
Remote Similarity	0.6222	NPC74751
Remote Similarity	0.6222	NPC323943
Remote Similarity	0.6222	NPC503895
Remote Similarity	0.6162	NPC305444
Remote Similarity	0.6154	NPC275343
Remote Similarity	0.6154	NPC46727
Remote Similarity	0.6154	NPC53377
Remote Similarity	0.6	NPC4036
Remote Similarity	0.6	NPC65120
Remote Similarity	0.6	NPC145067
Remote Similarity	0.6	NPC329425
Remote Similarity	0.6	NPC142122
Remote Similarity	0.6	NPC233455
Remote Similarity	0.6	NPC158030
Remote Similarity	0.6	NPC93503
Remote Similarity	0.6	NPC238009
Remote Similarity	0.6	NPC599824
Remote Similarity	0.6	NPC610357
Remote Similarity	0.598	NPC133375
Remote Similarity	0.598	NPC503035
Remote Similarity	0.5909	NPC151927
Remote Similarity	0.5895	NPC297687
Remote Similarity	0.5893	NPC289107
Remote Similarity	0.5849	NPC566937
Remote Similarity	0.5842	NPC551898
Remote Similarity	0.5804	NPC230512
Remote Similarity	0.5714	NPC281170
Remote Similarity	0.5714	NPC4803
Remote Similarity	0.566	NPC561110
Remote Similarity	0.5638	NPC213773
Remote Similarity	0.5556	NPC155212
Remote Similarity	0.5545	NPC65708
Remote Similarity	0.5545	NPC505992
Remote Similarity	0.5505	NPC240720
Remote Similarity	0.5505	NPC203564
Remote Similarity	0.5505	NPC193939
Remote Similarity	0.5405	NPC4190
Remote Similarity	0.5364	NPC134810
Remote Similarity	0.5364	NPC472949
Remote Similarity	0.5339	NPC96173
Remote Similarity	0.5327	NPC77634
Remote Similarity	0.5326	NPC96095
Remote Similarity	0.5326	NPC600308
Remote Similarity	0.5263	NPC55450
Remote Similarity	0.5263	NPC56106
Remote Similarity	0.5263	NPC88677
Remote Similarity	0.5225	NPC186501
Remote Similarity	0.5225	NPC267338
Remote Similarity	0.5225	NPC64879
Remote Similarity	0.5208	NPC115470
Remote Similarity	0.5192	NPC286347
Remote Similarity	0.5192	NPC160170
Remote Similarity	0.5192	NPC547007
Remote Similarity	0.5175	NPC82835
Remote Similarity	0.5175	NPC251768
Remote Similarity	0.5175	NPC31089
Remote Similarity	0.5175	NPC256321
Remote Similarity	0.5175	NPC326474
Remote Similarity	0.5175	NPC521311
Remote Similarity	0.5175	NPC603710
Remote Similarity	0.513	NPC497399
Remote Similarity	0.513	NPC593879
Remote Similarity	0.5128	NPC284461
Remote Similarity	0.5128	NPC508978
Remote Similarity	0.5093	NPC480938
Remote Similarity	0.5088	NPC521484
Remote Similarity	0.5086	NPC114408
Remote Similarity	0.5085	NPC301449
Remote Similarity	0.5085	NPC501101
Remote Similarity	0.5085	NPC532882
Remote Similarity	0.5085	NPC601290
Remote Similarity	0.5083	NPC66213
Remote Similarity	0.5083	NPC295622
Remote Similarity	0.5083	NPC255351
Remote Similarity	0.5042	NPC252422
Remote Similarity	0.5042	NPC221939
Remote Similarity	0.5042	NPC298050

Drug Structure

NPD8328 OpenBabel08211713012D 66 72 0 0 1 0 0 0 0 0999 V2000 -1.8651 -2.1769 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.4737 -1.8569 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4166 0.9863 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.0556 4.3062 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7083 0.9863 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8542 -1.4795 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8542 -0.4932 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8542 -1.4795 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.4166 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5625 0.4932 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 -0.9863 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4166 1.9726 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4166 2.9589 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5625 0.4932 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7083 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 1.9726 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7083 2.9589 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8542 1.4795 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7083 1.9726 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -0.8542 1.4795 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7083 -0.9863 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -3.4166 -0.9863 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -8.5416 -2.9589 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -8.5416 -3.9452 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -4.2708 -4.4384 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -5.1250 -3.9452 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -7.6875 -2.4658 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -7.6875 -4.4384 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -3.4166 -3.9452 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -5.1250 -2.9589 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -0.8542 0.4932 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -7.6875 -5.4247 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5625 -4.4384 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.8333 -2.9589 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -4.2708 -2.4658 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 2.0693 4.3062 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5625 -1.4795 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5625 1.4795 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 2.5625 3.4521 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -1.7083 0.0000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 0.8542 0.4932 0.0000 C 0 0 1 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 -1.7083 1.9726 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -9.3958 -2.4658 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -9.3958 -4.4384 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -4.2708 -5.4247 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -5.9791 -4.4384 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -7.6875 -1.4795 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -6.8333 -5.9178 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -8.5416 -5.9178 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.5625 -5.4247 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.7083 -3.9452 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.5625 5.1604 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.0830 4.3062 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -4.2708 -1.4795 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -6.8333 -3.9452 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -3.4166 -2.9589 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -5.9791 -2.4658 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -10.2499 -2.9589 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -10.2499 -3.9452 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -5.1250 -5.9178 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -5.9791 -5.4247 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -8.5416 -0.9863 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -9.3958 -5.4247 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.8542 -4.4384 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 0.5899 5.1604 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 37 1 0 0 0 0 2 37 1 0 0 0 0 6 41 1 0 0 0 0 8 11 1 0 0 0 0 8 21 1 0 0 0 0 9 10 1 0 0 0 0 9 22 1 0 0 0 0 10 40 1 0 0 0 0 11 42 1 0 0 0 0 12 13 1 0 0 0 0 12 38 1 0 0 0 0 13 39 1 0 0 0 0 14 15 1 0 0 0 0 14 38 1 0 0 0 0 15 41 1 0 0 0 0 16 18 2 0 0 0 0 16 20 1 0 0 0 0 17 19 1 0 0 0 0 17 39 1 0 0 0 0 18 19 1 0 0 0 0 18 41 1 0 0 0 0 19 38 1 6 0 0 0 20 31 1 0 0 0 0 20 43 2 0 0 0 0 21 37 1 0 0 0 0 21 40 1 1 0 0 0 22 37 1 0 0 0 0 22 55 1 1 0 0 0 23 24 1 0 0 0 0 23 27 1 0 0 0 0 23 44 1 6 0 0 0 24 28 1 0 0 0 0 24 45 1 1 0 0 0 25 26 1 0 0 0 0 25 29 1 0 0 0 0 25 46 1 1 0 0 0 26 30 1 0 0 0 0 26 47 1 6 0 0 0 27 34 1 0 0 0 0 27 48 1 1 0 0 0 28 32 1 6 0 0 0 28 56 1 0 0 0 0 29 33 1 6 0 0 0 29 57 1 0 0 0 0 30 35 1 0 0 0 0 30 58 1 1 0 0 0 31 40 1 1 0 0 0 31 42 1 0 0 0 0 32 49 2 0 0 0 0 32 50 1 0 0 0 0 33 51 2 0 0 0 0 33 52 1 0 0 0 0 34 56 1 0 0 0 0 34 58 1 6 0 0 0 35 55 1 1 0 0 0 35 57 1 0 0 0 0 36 39 1 0 0 0 0 36 53 2 0 0 0 0 36 54 1 0 0 0 0 38 3 1 1 0 0 0 39 4 1 6 0 0 0 40 5 1 1 0 0 0 41 42 1 1 0 0 0 42 7 1 1 0 0 0 44 59 1 0 0 0 0 45 60 1 0 0 0 0 46 61 1 0 0 0 0 47 62 1 0 0 0 0 48 63 1 0 0 0 0 50 64 1 0 0 0 0 52 65 1 0 0 0 0 54 66 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DNC010571
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	14982
ChEBI
CAS Number

Drug Properties

Molecular Weight	822.4
ALogP	-1.6063
MLogP	4.32
XLogP	4.414
HDA	16
HBD	8
Rotatable Bonds	22
TPSA	267.04
RO5 Violation	2