NPASS drugs

Drug Information

Drug ID:	NPD8522
Drug Name:
Molecular Formula:	C48H93NO8
Canonical SMILES:	CCCCCCCCCCCCCCCCCCCCCCCC(=N[C@H]([C@@H](/C=C/CCCCCCCCCCCCC)O)CO[C@@H]1O[C@H](CO)[C@H]([C@@H]([C@H]1O)O)O)O
Standard InCHI:	"InChI=1S/C48H93NO8/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-23-24-26-28-30-32-34-36-38-44(52)49-41(40-56-48-47(55)46(54)45(53)43(39-50)57-48)42(51)37-35-33-31-29-27-25-16-14-12-10-8-6-4-2/h35,37,41-43,45-48,50-51,53-55H,3-34,36,38-40H2,1-2H3,(H,49,52)/b37-35+/t41-,42+,43+,45+,46-,47+,48+/m0/s1"
Standard InCHIKey:	POQRWMRXUOPCLD-GZXCKHLVSA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD8522

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	81185
0.1-0.2	104227
0.2-0.3	22673
0.3-0.4	2882
0.4-0.5	508
0.5-0.6	115
0.6-0.7	34
0.7-0.8	38
0.8-0.85	2
0.85-0.9	0
0.9-0.95	0
0.95-1	11

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	NPC43074
High Similarity	1.0	NPC52173
High Similarity	1.0	NPC81293
High Similarity	1.0	NPC139782
High Similarity	1.0	NPC74672
High Similarity	1.0	NPC174301
High Similarity	1.0	NPC209047
High Similarity	1.0	NPC32376
High Similarity	1.0	NPC65609
High Similarity	0.9821	NPC214413
High Similarity	0.9649	NPC242503
Intermediate Similarity	0.8033	NPC151449
Intermediate Similarity	0.8033	NPC273757
Intermediate Similarity	0.7903	NPC127487
Intermediate Similarity	0.7903	NPC241695
Intermediate Similarity	0.7778	NPC282705
Intermediate Similarity	0.7778	NPC263545
Intermediate Similarity	0.7778	NPC182632
Intermediate Similarity	0.7778	NPC272256
Intermediate Similarity	0.7778	NPC473950
Intermediate Similarity	0.7778	NPC508
Intermediate Similarity	0.7778	NPC84416
Intermediate Similarity	0.7778	NPC111567
Intermediate Similarity	0.7778	NPC280242
Intermediate Similarity	0.7778	NPC186840
Intermediate Similarity	0.7778	NPC144916
Intermediate Similarity	0.7778	NPC486421
Intermediate Similarity	0.7778	NPC309898
Intermediate Similarity	0.7778	NPC273493
Intermediate Similarity	0.7778	NPC475125
Intermediate Similarity	0.7778	NPC486419
Intermediate Similarity	0.7778	NPC15851
Intermediate Similarity	0.7778	NPC115448
Intermediate Similarity	0.7778	NPC20819
Intermediate Similarity	0.7778	NPC486418
Intermediate Similarity	0.7778	NPC195624
Intermediate Similarity	0.7778	NPC473604
Intermediate Similarity	0.7778	NPC486420
Intermediate Similarity	0.7778	NPC479188
Intermediate Similarity	0.7778	NPC81468
Intermediate Similarity	0.7538	NPC156782
Intermediate Similarity	0.7538	NPC54961
Intermediate Similarity	0.7458	NPC101166
Intermediate Similarity	0.7458	NPC305948
Intermediate Similarity	0.7424	NPC158445
Intermediate Similarity	0.7424	NPC157353
Intermediate Similarity	0.7424	NPC282088
Intermediate Similarity	0.7	NPC23454
Intermediate Similarity	0.7	NPC70323
Intermediate Similarity	0.7	NPC262312
Intermediate Similarity	0.7	NPC35269
Remote Similarity	0.6901	NPC45313
Remote Similarity	0.6806	NPC8098
Remote Similarity	0.6806	NPC183449
Remote Similarity	0.6806	NPC197294
Remote Similarity	0.6714	NPC3568
Remote Similarity	0.6714	NPC301965
Remote Similarity	0.6714	NPC17290
Remote Similarity	0.6714	NPC192066
Remote Similarity	0.6714	NPC256570
Remote Similarity	0.6714	NPC268593
Remote Similarity	0.6714	NPC167538
Remote Similarity	0.6714	NPC229721
Remote Similarity	0.6667	NPC287819
Remote Similarity	0.6667	NPC17983
Remote Similarity	0.6667	NPC237711
Remote Similarity	0.6667	NPC61894
Remote Similarity	0.6667	NPC254133
Remote Similarity	0.6667	NPC109351
Remote Similarity	0.6667	NPC297079
Remote Similarity	0.6622	NPC201128
Remote Similarity	0.6471	NPC122986
Remote Similarity	0.6418	NPC225324
Remote Similarity	0.6377	NPC39856
Remote Similarity	0.619	NPC136594
Remote Similarity	0.6154	NPC134151
Remote Similarity	0.6154	NPC138946
Remote Similarity	0.6154	NPC71782
Remote Similarity	0.6154	NPC305763
Remote Similarity	0.6154	NPC256867
Remote Similarity	0.6154	NPC57673
Remote Similarity	0.6154	NPC8455
Remote Similarity	0.6154	NPC665
Remote Similarity	0.6154	NPC31716
Remote Similarity	0.6143	NPC108526
Remote Similarity	0.5735	NPC287356
Remote Similarity	0.5735	NPC123556
Remote Similarity	0.5735	NPC75231
Remote Similarity	0.5735	NPC6090
Remote Similarity	0.5735	NPC162234
Remote Similarity	0.5735	NPC111041
Remote Similarity	0.5735	NPC202373
Remote Similarity	0.5735	NPC12894
Remote Similarity	0.5714	NPC138668
Remote Similarity	0.5714	NPC222594
Remote Similarity	0.5634	NPC323889
Remote Similarity	0.5634	NPC318560
Remote Similarity	0.5634	NPC327687
Remote Similarity	0.5634	NPC326961
Remote Similarity	0.5634	NPC319862
Remote Similarity	0.5634	NPC328382
Remote Similarity	0.5634	NPC318344
Remote Similarity	0.5634	NPC324164
Remote Similarity	0.5634	NPC494252
Remote Similarity	0.5634	NPC503459
Remote Similarity	0.5634	NPC504495
Remote Similarity	0.5634	NPC508109
Remote Similarity	0.5634	NPC514528
Remote Similarity	0.5634	NPC523501
Remote Similarity	0.5634	NPC525320
Remote Similarity	0.5634	NPC535612
Remote Similarity	0.5634	NPC536200
Remote Similarity	0.5634	NPC540236
Remote Similarity	0.5634	NPC545061
Remote Similarity	0.5634	NPC564804
Remote Similarity	0.5634	NPC571351
Remote Similarity	0.5634	NPC575715
Remote Similarity	0.5634	NPC576060
Remote Similarity	0.5634	NPC577333
Remote Similarity	0.5634	NPC585019
Remote Similarity	0.5593	NPC278245
Remote Similarity	0.5593	NPC306124
Remote Similarity	0.5593	NPC181817
Remote Similarity	0.5593	NPC99959
Remote Similarity	0.5593	NPC18098
Remote Similarity	0.5593	NPC122216
Remote Similarity	0.5593	NPC291196
Remote Similarity	0.5593	NPC489236
Remote Similarity	0.5593	NPC489237
Remote Similarity	0.5593	NPC35844
Remote Similarity	0.5556	NPC325791
Remote Similarity	0.5556	NPC324030
Remote Similarity	0.5556	NPC168229
Remote Similarity	0.5556	NPC290290
Remote Similarity	0.5556	NPC219774
Remote Similarity	0.5556	NPC496383
Remote Similarity	0.5556	NPC515407
Remote Similarity	0.5556	NPC518156
Remote Similarity	0.5556	NPC518930
Remote Similarity	0.5556	NPC589345
Remote Similarity	0.5538	NPC321358
Remote Similarity	0.5479	NPC325244
Remote Similarity	0.5479	NPC327715
Remote Similarity	0.5479	NPC317753
Remote Similarity	0.5479	NPC552433
Remote Similarity	0.5479	NPC557293
Remote Similarity	0.5443	NPC193734
Remote Similarity	0.541	NPC310912
Remote Similarity	0.541	NPC298121
Remote Similarity	0.541	NPC103712
Remote Similarity	0.5373	NPC29581
Remote Similarity	0.5362	NPC5942
Remote Similarity	0.5352	NPC82799
Remote Similarity	0.5286	NPC295209
Remote Similarity	0.5286	NPC191983
Remote Similarity	0.5286	NPC488689
Remote Similarity	0.5286	NPC545201
Remote Similarity	0.5286	NPC591983
Remote Similarity	0.5278	NPC317502
Remote Similarity	0.5278	NPC328659
Remote Similarity	0.5278	NPC259726
Remote Similarity	0.5263	NPC498159
Remote Similarity	0.5263	NPC499829
Remote Similarity	0.5263	NPC515910
Remote Similarity	0.5263	NPC533773
Remote Similarity	0.5263	NPC542969
Remote Similarity	0.5263	NPC555835
Remote Similarity	0.5263	NPC580242
Remote Similarity	0.5263	NPC589716
Remote Similarity	0.5263	NPC593350
Remote Similarity	0.5205	NPC502491
Remote Similarity	0.52	NPC493376
Remote Similarity	0.52	NPC537340
Remote Similarity	0.52	NPC543728
Remote Similarity	0.52	NPC559066
Remote Similarity	0.52	NPC562931
Remote Similarity	0.52	NPC567869
Remote Similarity	0.52	NPC572377
Remote Similarity	0.52	NPC594355
Remote Similarity	0.5156	NPC222138
Remote Similarity	0.5156	NPC106329
Remote Similarity	0.5147	NPC469469
Remote Similarity	0.5147	NPC565087
Remote Similarity	0.5143	NPC319107
Remote Similarity	0.5135	NPC493086
Remote Similarity	0.5135	NPC495795
Remote Similarity	0.5135	NPC505685
Remote Similarity	0.5135	NPC507676
Remote Similarity	0.5135	NPC508412
Remote Similarity	0.5135	NPC517119
Remote Similarity	0.5135	NPC524937
Remote Similarity	0.5135	NPC528796
Remote Similarity	0.5135	NPC552841
Remote Similarity	0.5135	NPC559621
Remote Similarity	0.5135	NPC565995
Remote Similarity	0.5135	NPC572127
Remote Similarity	0.5135	NPC577522
Remote Similarity	0.5135	NPC586235
Remote Similarity	0.5135	NPC594697
Remote Similarity	0.5128	NPC324629

Drug Structure

NPD8522 OpenBabel08211713032D 63 63 0 0 1 0 0 0 0 0999 V2000 -9.5263 20.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 -9.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -8.6603 21.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 -8.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.7942 20.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 -7.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.7942 19.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 -6.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.9282 19.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 -6.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.9282 18.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 -5.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.0622 17.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 -4.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.0622 16.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 -3.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.1962 16.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.1962 15.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.3301 14.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.3301 13.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 13.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 12.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 11.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 10.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 -3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 10.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 -2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 9.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 8.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 7.5000 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 0.0000 7.0000 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 -0.0000 6.0000 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 0.8660 5.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 3.0000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 2.5981 2.5000 0.0000 C 0 0 2 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 0.8660 4.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 -0.0000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -1.7321 1.0000 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 -0.0000 1.0000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 1.7321 4.0000 0.0000 N 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 3.4641 3.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 4.0000 0.0000 O 0 0 0 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 -2.5981 1.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 2.5000 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 -0.0000 -0.0000 0.0000 O 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 4.3301 2.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 3.0000 0.0000 H 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 -3.4641 1.0000 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 2 4 1 0 0 0 0 3 5 1 0 0 0 0 4 6 1 0 0 0 0 5 7 1 0 0 0 0 6 8 1 0 0 0 0 7 9 1 0 0 0 0 8 10 1 0 0 0 0 9 11 1 0 0 0 0 10 12 1 0 0 0 0 11 13 1 0 0 0 0 12 14 1 0 0 0 0 13 15 1 0 0 0 0 14 16 1 0 0 0 0 15 17 1 0 0 0 0 16 25 1 0 0 0 0 17 18 1 0 0 0 0 18 19 1 0 0 0 0 19 20 1 0 0 0 0 20 21 1 0 0 0 0 21 22 1 0 0 0 0 22 23 1 0 0 0 0 23 24 1 0 0 0 0 24 26 1 0 0 0 0 25 27 1 0 0 0 0 26 28 1 0 0 0 0 27 29 1 0 0 0 0 28 30 1 0 0 0 0 29 31 1 0 0 0 0 30 32 1 0 0 0 0 31 33 1 0 0 0 0 32 34 1 0 0 0 0 33 35 1 0 0 0 0 34 36 1 0 0 0 0 35 37 2 0 0 0 0 36 38 1 0 0 0 0 38 44 1 0 0 0 0 39 50 1 0 0 0 0 40 56 1 0 0 0 0 41 40 1 6 0 0 0 41 42 1 0 0 0 0 41 49 1 0 0 0 0 42 37 1 6 0 0 0 42 51 1 0 0 0 0 43 39 1 6 0 0 0 43 45 1 0 0 0 0 43 57 1 0 0 0 0 44 49 2 3 0 0 0 44 52 1 0 0 0 0 45 46 1 0 0 0 0 45 53 1 1 0 0 0 46 47 1 0 0 0 0 46 54 1 6 0 0 0 47 48 1 0 0 0 0 47 55 1 1 0 0 0 48 56 1 6 0 0 0 48 57 1 0 0 0 0 50 58 1 0 0 0 0 51 59 1 0 0 0 0 52 60 1 0 0 0 0 53 61 1 0 0 0 0 54 62 1 0 0 0 0 55 63 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB003254
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	6475228
ChEBI
CAS Number

Drug Properties

Molecular Weight	811.69
ALogP	-11.3056
MLogP	5.75
XLogP	17.872
HDA	9
HBD	6
Rotatable Bonds	49
TPSA	152.2
RO5 Violation	3