NPASS drugs

Drug Information

Drug ID:	NPD3881
Drug Name:	PD-158473
Molecular Formula:	C20H20NO5P
Canonical SMILES:	OC(=O)[C@H](Cc1cc(cc(c1)c1cccc2c1cccc2)CP(=O)(O)O)N
Standard InCHI:	InChI=1S/C20H20NO5P/c21-19(20(22)23)11-13-8-14(12-27(24,25)26)10-16(9-13)18-7-3-5-15-4-1-2-6-17(15)18/h1-10,19H,11-12,21H2,(H,22,23)(H2,24,25,26)/t19-/m0/s1
Standard InCHIKey:	YFASPHLUVUCGGI-IBGZPJMESA-N
Max Developmental Stage:	Discontinued
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD3881

Similarity level is defined by Tanimoto coefficient (Tc) between two molecules. Tc lies between [0, 1] where '1' indicates the highest similarity. What is Tanimoto coefficient
Tanimoto coefficient is calculated based on PubChem 881-bit substructure fingerprints.

Range	Similarity Score Range
0-0.1	92
0.1-0.2	658
0.2-0.3	2231
0.3-0.4	9162
0.4-0.5	15300
0.5-0.6	3144
0.6-0.7	281
0.7-0.8	22
0.8-0.85	0
0.85-0.9	0
0.9-0.95	0
0.95-1	0

Similar Natural Products

High Similarity Level: Tc>=0.85; Intermediate Similarity Level: 0.7 <= Tc < 0.85; Remote Similarity Level: 0.65 <= Tc < 0.7

Similarity Level	Similarity Score	Natural Product ID
Intermediate Similarity	0.7965	NPC293628
Intermediate Similarity	0.7965	NPC10781
Intermediate Similarity	0.7965	NPC122493
Intermediate Similarity	0.7917	NPC319579
Intermediate Similarity	0.7807	NPC324569
Intermediate Similarity	0.75	NPC474584
Intermediate Similarity	0.75	NPC67043
Intermediate Similarity	0.7479	NPC164859
Intermediate Similarity	0.7419	NPC329011
Intermediate Similarity	0.7385	NPC326079
Intermediate Similarity	0.7353	NPC246913
Intermediate Similarity	0.7295	NPC327481
Intermediate Similarity	0.7273	NPC35996
Intermediate Similarity	0.7227	NPC12730
Intermediate Similarity	0.7188	NPC197470
Intermediate Similarity	0.7179	NPC172925
Intermediate Similarity	0.7167	NPC128248
Intermediate Similarity	0.7167	NPC136810
Intermediate Similarity	0.7167	NPC133809
Intermediate Similarity	0.7111	NPC477937
Intermediate Similarity	0.7037	NPC4974
Intermediate Similarity	0.7	NPC322598
Remote Similarity	0.6957	NPC325651
Remote Similarity	0.6934	NPC199738
Remote Similarity	0.6934	NPC210950
Remote Similarity	0.6929	NPC313981
Remote Similarity	0.6894	NPC314992
Remote Similarity	0.6885	NPC225079
Remote Similarity	0.688	NPC142326
Remote Similarity	0.688	NPC94751
Remote Similarity	0.687	NPC188867
Remote Similarity	0.687	NPC106551
Remote Similarity	0.687	NPC281686
Remote Similarity	0.6814	NPC44830
Remote Similarity	0.6803	NPC221825
Remote Similarity	0.6791	NPC80150
Remote Similarity	0.6767	NPC310467
Remote Similarity	0.6763	NPC111428
Remote Similarity	0.6742	NPC2265
Remote Similarity	0.6716	NPC239697
Remote Similarity	0.6692	NPC169328
Remote Similarity	0.669	NPC244866
Remote Similarity	0.6667	NPC475002
Remote Similarity	0.6667	NPC190663
Remote Similarity	0.6667	NPC47667
Remote Similarity	0.6667	NPC95126
Remote Similarity	0.6642	NPC317784
Remote Similarity	0.6642	NPC142638
Remote Similarity	0.6639	NPC311242
Remote Similarity	0.6639	NPC226041
Remote Similarity	0.6639	NPC86987
Remote Similarity	0.6621	NPC132636
Remote Similarity	0.662	NPC326966
Remote Similarity	0.6619	NPC136453
Remote Similarity	0.6618	NPC71684
Remote Similarity	0.6587	NPC329282
Remote Similarity	0.6571	NPC239990
Remote Similarity	0.6571	NPC476353
Remote Similarity	0.6571	NPC105114
Remote Similarity	0.6571	NPC152850
Remote Similarity	0.6571	NPC71933
Remote Similarity	0.6571	NPC89923
Remote Similarity	0.6569	NPC160493
Remote Similarity	0.6569	NPC27581
Remote Similarity	0.6565	NPC93287
Remote Similarity	0.6562	NPC21929
Remote Similarity	0.6552	NPC478140
Remote Similarity	0.6549	NPC127343
Remote Similarity	0.6544	NPC478016
Remote Similarity	0.6544	NPC478014
Remote Similarity	0.6544	NPC478015
Remote Similarity	0.6535	NPC471186
Remote Similarity	0.6535	NPC476198
Remote Similarity	0.6525	NPC473322
Remote Similarity	0.6525	NPC329064
Remote Similarity	0.6515	NPC471721
Remote Similarity	0.6512	NPC318327
Remote Similarity	0.6508	NPC329556
Remote Similarity	0.6493	NPC212891
Remote Similarity	0.6489	NPC186128
Remote Similarity	0.6489	NPC66208
Remote Similarity	0.6484	NPC191215
Remote Similarity	0.6484	NPC274089
Remote Similarity	0.648	NPC264728
Remote Similarity	0.6467	NPC314114
Remote Similarity	0.6466	NPC221275
Remote Similarity	0.6446	NPC323164
Remote Similarity	0.6444	NPC470545
Remote Similarity	0.6441	NPC322387
Remote Similarity	0.6434	NPC255447
Remote Similarity	0.6434	NPC157311
Remote Similarity	0.6423	NPC45777
Remote Similarity	0.6423	NPC477061
Remote Similarity	0.6417	NPC70940
Remote Similarity	0.6417	NPC86670
Remote Similarity	0.6417	NPC274455
Remote Similarity	0.6414	NPC474473
Remote Similarity	0.6408	NPC145888
Remote Similarity	0.6408	NPC161593
Remote Similarity	0.6408	NPC16031
Remote Similarity	0.6406	NPC134120
Remote Similarity	0.6397	NPC470546
Remote Similarity	0.6397	NPC237420
Remote Similarity	0.6393	NPC246757
Remote Similarity	0.6393	NPC291070
Remote Similarity	0.6389	NPC8761
Remote Similarity	0.6389	NPC45191
Remote Similarity	0.6389	NPC44805
Remote Similarity	0.6387	NPC325441
Remote Similarity	0.6385	NPC475006
Remote Similarity	0.6383	NPC119326
Remote Similarity	0.6379	NPC285773
Remote Similarity	0.6378	NPC471317
Remote Similarity	0.6378	NPC255676
Remote Similarity	0.6376	NPC57976
Remote Similarity	0.6371	NPC477767
Remote Similarity	0.637	NPC314835
Remote Similarity	0.637	NPC470544
Remote Similarity	0.637	NPC158157
Remote Similarity	0.6364	NPC141607
Remote Similarity	0.6364	NPC187725
Remote Similarity	0.6357	NPC222466
Remote Similarity	0.635	NPC319950
Remote Similarity	0.635	NPC202015
Remote Similarity	0.6345	NPC313663
Remote Similarity	0.6343	NPC33742
Remote Similarity	0.6338	NPC72473
Remote Similarity	0.6338	NPC58827
Remote Similarity	0.6338	NPC307437
Remote Similarity	0.6333	NPC9822
Remote Similarity	0.6331	NPC84281
Remote Similarity	0.6331	NPC142577
Remote Similarity	0.6331	NPC169485
Remote Similarity	0.6331	NPC291027
Remote Similarity	0.6331	NPC213126
Remote Similarity	0.6331	NPC317474
Remote Similarity	0.6325	NPC267704
Remote Similarity	0.6324	NPC45794
Remote Similarity	0.632	NPC120393
Remote Similarity	0.6312	NPC101719
Remote Similarity	0.6309	NPC328137
Remote Similarity	0.6309	NPC241086
Remote Similarity	0.6309	NPC259800
Remote Similarity	0.6309	NPC317741
Remote Similarity	0.6309	NPC282087
Remote Similarity	0.6309	NPC318984
Remote Similarity	0.6309	NPC318028
Remote Similarity	0.6303	NPC60408
Remote Similarity	0.6296	NPC9274
Remote Similarity	0.6294	NPC40488
Remote Similarity	0.6294	NPC296712
Remote Similarity	0.629	NPC469893
Remote Similarity	0.629	NPC25565
Remote Similarity	0.6288	NPC265513
Remote Similarity	0.6281	NPC258627
Remote Similarity	0.6279	NPC473418
Remote Similarity	0.6271	NPC95965
Remote Similarity	0.6269	NPC276949
Remote Similarity	0.6269	NPC35850
Remote Similarity	0.6269	NPC294458
Remote Similarity	0.626	NPC34243
Remote Similarity	0.6259	NPC273830
Remote Similarity	0.6258	NPC470274
Remote Similarity	0.625	NPC478147
Remote Similarity	0.625	NPC69496
Remote Similarity	0.625	NPC247976
Remote Similarity	0.6241	NPC318067
Remote Similarity	0.6241	NPC471189
Remote Similarity	0.6241	NPC474689
Remote Similarity	0.6241	NPC473938
Remote Similarity	0.6241	NPC280789
Remote Similarity	0.6241	NPC471188
Remote Similarity	0.624	NPC469890
Remote Similarity	0.624	NPC475439
Remote Similarity	0.624	NPC473501
Remote Similarity	0.624	NPC469891
Remote Similarity	0.624	NPC469892
Remote Similarity	0.6233	NPC88667
Remote Similarity	0.6231	NPC100767
Remote Similarity	0.6231	NPC85560
Remote Similarity	0.6231	NPC244933
Remote Similarity	0.623	NPC226438
Remote Similarity	0.6216	NPC6913
Remote Similarity	0.6214	NPC293831
Remote Similarity	0.6214	NPC369
Remote Similarity	0.6214	NPC167323
Remote Similarity	0.6214	NPC269923
Remote Similarity	0.6212	NPC158854
Remote Similarity	0.621	NPC206764
Remote Similarity	0.621	NPC472880
Remote Similarity	0.621	NPC329430
Remote Similarity	0.621	NPC303045
Remote Similarity	0.621	NPC161972
Remote Similarity	0.6207	NPC183722
Remote Similarity	0.6204	NPC228318
Remote Similarity	0.62	NPC197239
Remote Similarity	0.62	NPC326860
Remote Similarity	0.6198	NPC298115
Remote Similarity	0.6197	NPC474847
Remote Similarity	0.6194	NPC477475

Drug Structure

NPD3881 OpenBabel08211704332D 32 34 0 0 1 0 0 0 0 0999 V2000 5.5000 -0.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.5000 -0.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.5000 2.5981 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.0000 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.0000 1.7321 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.0000 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.5000 2.5981 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.0000 1.7321 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5000 2.5981 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5000 0.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.0000 3.4641 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.0000 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.5000 2.5981 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.5000 0.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.5000 0.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.0000 1.7321 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.5000 0.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.0000 1.7321 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.5000 4.3301 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 2.5000 4.3301 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.0000 5.1962 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 3.0000 3.4641 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.0000 5.1962 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 1.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.0000 0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 -1.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 -0.0000 0.0000 P 0 0 0 0 0 0 0 0 0 0 0 0 1.5000 6.0622 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 5.1962 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 4.0000 5.1962 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 1.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.5000 -0.8660 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 2 2 0 0 0 0 1 4 1 0 0 0 0 2 6 1 0 0 0 0 3 5 2 0 0 0 0 3 7 1 0 0 0 0 4 15 2 0 0 0 0 5 15 1 0 0 0 0 6 17 2 0 0 0 0 7 18 2 0 0 0 0 8 13 2 0 0 0 0 8 14 1 0 0 0 0 9 13 1 0 0 0 0 9 16 2 0 0 0 0 10 14 2 0 0 0 0 10 16 1 0 0 0 0 11 13 1 0 0 0 0 12 14 1 0 0 0 0 12 27 1 0 0 0 0 15 17 1 0 0 0 0 16 18 1 0 0 0 0 17 18 1 0 0 0 0 19 11 1 6 0 0 0 19 20 1 0 0 0 0 19 21 1 0 0 0 0 20 22 2 0 0 0 0 20 23 1 0 0 0 0 21 28 1 0 0 0 0 21 29 1 0 0 0 0 23 30 1 0 0 0 0 24 27 1 0 0 0 0 24 31 1 0 0 0 0 25 27 1 0 0 0 0 25 32 1 0 0 0 0 26 27 2 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB003542
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	385.11
ALogP	-1.8014
MLogP	2.89
XLogP	3.076
HDA	6
HBD	4
Rotatable Bonds	10
TPSA	130.66
RO5 Violation	0