NPASS drugs

Drug Information

Drug ID:	NPD3880
Drug Name:
Molecular Formula:	C20H20NO5P
Canonical SMILES:	OC(=O)[C@H](Cc1cc(cc(c1)c1ccc2c(c1)cccc2)CP(=O)(O)O)N
Standard InCHI:	InChI=1S/C20H20NO5P/c21-19(20(22)23)10-13-7-14(12-27(24,25)26)9-18(8-13)17-6-5-15-3-1-2-4-16(15)11-17/h1-9,11,19H,10,12,21H2,(H,22,23)(H2,24,25,26)/t19-/m0/s1
Standard InCHIKey:	GOPXMKDIVJBBQF-IBGZPJMESA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD3880

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	99
0.1-0.2	713
0.2-0.3	2247
0.3-0.4	9101
0.4-0.5	15259
0.5-0.6	3172
0.6-0.7	276
0.7-0.8	23
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	0.7826	NPC10781
Intermediate Similarity	0.7826	NPC122493
Intermediate Similarity	0.7826	NPC293628
Intermediate Similarity	0.7787	NPC319579
Intermediate Similarity	0.7672	NPC324569
Intermediate Similarity	0.7381	NPC474584
Intermediate Similarity	0.7377	NPC67043
Intermediate Similarity	0.7355	NPC164859
Intermediate Similarity	0.7333	NPC136810
Intermediate Similarity	0.7333	NPC128248
Intermediate Similarity	0.7333	NPC133809
Intermediate Similarity	0.7302	NPC329011
Intermediate Similarity	0.7273	NPC326079
Intermediate Similarity	0.7246	NPC246913
Intermediate Similarity	0.7177	NPC327481
Intermediate Similarity	0.7164	NPC35996
Intermediate Similarity	0.7107	NPC12730
Intermediate Similarity	0.7077	NPC197470
Intermediate Similarity	0.7059	NPC172925
Intermediate Similarity	0.7049	NPC225079
Intermediate Similarity	0.704	NPC142326
Intermediate Similarity	0.704	NPC94751
Intermediate Similarity	0.7007	NPC477937
Remote Similarity	0.6967	NPC221825
Remote Similarity	0.6934	NPC4974
Remote Similarity	0.6885	NPC322598
Remote Similarity	0.6857	NPC325651
Remote Similarity	0.6835	NPC199738
Remote Similarity	0.6835	NPC210950
Remote Similarity	0.6822	NPC475002
Remote Similarity	0.6822	NPC95126
Remote Similarity	0.6822	NPC313981
Remote Similarity	0.6803	NPC226041
Remote Similarity	0.6791	NPC314992
Remote Similarity	0.6767	NPC281686
Remote Similarity	0.6767	NPC188867
Remote Similarity	0.6767	NPC106551
Remote Similarity	0.6719	NPC21929
Remote Similarity	0.6718	NPC93287
Remote Similarity	0.6696	NPC44830
Remote Similarity	0.6693	NPC471186
Remote Similarity	0.6691	NPC80150
Remote Similarity	0.669	NPC478140
Remote Similarity	0.6667	NPC318327
Remote Similarity	0.6667	NPC111428
Remote Similarity	0.6667	NPC471721
Remote Similarity	0.6667	NPC310467
Remote Similarity	0.6642	NPC2265
Remote Similarity	0.6642	NPC212891
Remote Similarity	0.6641	NPC66208
Remote Similarity	0.6641	NPC186128
Remote Similarity	0.6618	NPC239697
Remote Similarity	0.6617	NPC221275
Remote Similarity	0.6614	NPC329282
Remote Similarity	0.6597	NPC244866
Remote Similarity	0.6593	NPC169328
Remote Similarity	0.6583	NPC70940
Remote Similarity	0.6583	NPC86670
Remote Similarity	0.6583	NPC274455
Remote Similarity	0.6571	NPC47667
Remote Similarity	0.6569	NPC190663
Remote Similarity	0.6544	NPC142638
Remote Similarity	0.6544	NPC317784
Remote Similarity	0.6538	NPC475006
Remote Similarity	0.6532	NPC311242
Remote Similarity	0.6531	NPC132636
Remote Similarity	0.6529	NPC86987
Remote Similarity	0.6528	NPC326966
Remote Similarity	0.6525	NPC136453
Remote Similarity	0.6522	NPC71684
Remote Similarity	0.6519	NPC158157
Remote Similarity	0.6508	NPC264728
Remote Similarity	0.6496	NPC202015
Remote Similarity	0.6496	NPC267704
Remote Similarity	0.6483	NPC313663
Remote Similarity	0.6479	NPC239990
Remote Similarity	0.6479	NPC89923
Remote Similarity	0.6479	NPC105114
Remote Similarity	0.6479	NPC71933
Remote Similarity	0.6479	NPC152850
Remote Similarity	0.6479	NPC476353
Remote Similarity	0.6475	NPC27581
Remote Similarity	0.6475	NPC160493
Remote Similarity	0.6471	NPC60408
Remote Similarity	0.6471	NPC45794
Remote Similarity	0.6449	NPC478016
Remote Similarity	0.6449	NPC478014
Remote Similarity	0.6449	NPC478015
Remote Similarity	0.6444	NPC9274
Remote Similarity	0.6439	NPC265513
Remote Similarity	0.6435	NPC127343
Remote Similarity	0.6434	NPC40488
Remote Similarity	0.6434	NPC473322
Remote Similarity	0.6434	NPC476198
Remote Similarity	0.6417	NPC329064
Remote Similarity	0.6408	NPC119326
Remote Similarity	0.6406	NPC329556
Remote Similarity	0.6406	NPC247976
Remote Similarity	0.6391	NPC471189
Remote Similarity	0.6391	NPC280789
Remote Similarity	0.6391	NPC471188
Remote Similarity	0.6385	NPC100767
Remote Similarity	0.6385	NPC191215
Remote Similarity	0.6385	NPC274089
Remote Similarity	0.6383	NPC318067
Remote Similarity	0.6382	NPC314114
Remote Similarity	0.6364	NPC298115
Remote Similarity	0.6357	NPC293831
Remote Similarity	0.6357	NPC369
Remote Similarity	0.6357	NPC269923
Remote Similarity	0.6357	NPC167323
Remote Similarity	0.635	NPC470545
Remote Similarity	0.635	NPC228318
Remote Similarity	0.6349	NPC120393
Remote Similarity	0.6345	NPC255447
Remote Similarity	0.6345	NPC157311
Remote Similarity	0.6341	NPC323164
Remote Similarity	0.6333	NPC322387
Remote Similarity	0.6331	NPC234337
Remote Similarity	0.6331	NPC183339
Remote Similarity	0.6331	NPC477061
Remote Similarity	0.6331	NPC45777
Remote Similarity	0.6331	NPC133389
Remote Similarity	0.6327	NPC474473
Remote Similarity	0.632	NPC469893
Remote Similarity	0.6319	NPC161593
Remote Similarity	0.6319	NPC145888
Remote Similarity	0.6319	NPC16031
Remote Similarity	0.6308	NPC105899
Remote Similarity	0.6308	NPC134120
Remote Similarity	0.6304	NPC237420
Remote Similarity	0.6304	NPC318173
Remote Similarity	0.6304	NPC470546
Remote Similarity	0.6301	NPC8761
Remote Similarity	0.6301	NPC45191
Remote Similarity	0.6301	NPC44805
Remote Similarity	0.6296	NPC294458
Remote Similarity	0.6291	NPC57976
Remote Similarity	0.629	NPC291070
Remote Similarity	0.629	NPC246757
Remote Similarity	0.6284	NPC314835
Remote Similarity	0.6282	NPC470274
Remote Similarity	0.6281	NPC325441
Remote Similarity	0.6279	NPC471317
Remote Similarity	0.6279	NPC255676
Remote Similarity	0.6277	NPC242764
Remote Similarity	0.6277	NPC470544
Remote Similarity	0.6277	NPC105141
Remote Similarity	0.6271	NPC285773
Remote Similarity	0.627	NPC469891
Remote Similarity	0.627	NPC477767
Remote Similarity	0.627	NPC469890
Remote Similarity	0.627	NPC469892
Remote Similarity	0.6268	NPC473938
Remote Similarity	0.6268	NPC222466
Remote Similarity	0.6268	NPC85511
Remote Similarity	0.626	NPC141607
Remote Similarity	0.626	NPC125226
Remote Similarity	0.626	NPC187725
Remote Similarity	0.626	NPC37914
Remote Similarity	0.626	NPC220596
Remote Similarity	0.626	NPC244933
Remote Similarity	0.626	NPC85560
Remote Similarity	0.6259	NPC319950
Remote Similarity	0.625	NPC33742
Remote Similarity	0.625	NPC186933
Remote Similarity	0.625	NPC472879
Remote Similarity	0.625	NPC469481
Remote Similarity	0.625	NPC307437
Remote Similarity	0.625	NPC217111
Remote Similarity	0.625	NPC72473
Remote Similarity	0.625	NPC58827
Remote Similarity	0.625	NPC215419
Remote Similarity	0.6241	NPC169485
Remote Similarity	0.6241	NPC291027
Remote Similarity	0.6241	NPC317474
Remote Similarity	0.6241	NPC142577
Remote Similarity	0.6241	NPC213126
Remote Similarity	0.6241	NPC84281
Remote Similarity	0.624	NPC472880
Remote Similarity	0.6233	NPC183722
Remote Similarity	0.6231	NPC472222
Remote Similarity	0.6231	NPC472221
Remote Similarity	0.623	NPC9822
Remote Similarity	0.6225	NPC317741
Remote Similarity	0.6225	NPC259800
Remote Similarity	0.6225	NPC318028
Remote Similarity	0.6225	NPC282087
Remote Similarity	0.6225	NPC318984
Remote Similarity	0.6225	NPC328137
Remote Similarity	0.6225	NPC241086
Remote Similarity	0.6224	NPC101719
Remote Similarity	0.6222	NPC470253
Remote Similarity	0.622	NPC49994
Remote Similarity	0.6207	NPC296712
Remote Similarity	0.6207	NPC472413
Remote Similarity	0.619	NPC25565
Remote Similarity	0.6187	NPC254233
Remote Similarity	0.6187	NPC328694
Remote Similarity	0.6183	NPC473418

Drug Structure

NPD3880 OpenBabel08211704332D 32 34 0 0 1 0 0 0 0 0999 V2000 -1.5000 -6.0622 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.0000 -5.1962 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.5000 -6.0622 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.5000 -4.3301 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.0000 -5.1962 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.5000 -4.3301 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 2.5000 -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 4.0000 -1.7321 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -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 3.0000 -1.7321 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 -0.0000 -5.1962 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.5000 -4.3301 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 1.5000 -2.5981 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.5000 -2.5981 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 4.0000 -3.4641 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.5000 -2.5981 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 4.5000 -4.3301 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 6.0000 -3.4641 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 6.0000 -1.7321 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 5.5000 -4.3301 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 3 1 0 0 0 0 2 4 1 0 0 0 0 3 15 2 0 0 0 0 4 16 2 0 0 0 0 5 6 2 0 0 0 0 5 15 1 0 0 0 0 6 17 1 0 0 0 0 7 13 2 0 0 0 0 7 14 1 0 0 0 0 8 13 1 0 0 0 0 8 18 2 0 0 0 0 9 14 2 0 0 0 0 9 18 1 0 0 0 0 10 13 1 0 0 0 0 11 16 1 0 0 0 0 11 17 2 0 0 0 0 12 14 1 0 0 0 0 12 27 1 0 0 0 0 15 16 1 0 0 0 0 17 18 1 0 0 0 0 19 10 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	DIB007235
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