NPASS drugs

Drug Information

Drug ID:	NPD6685
Drug Name:	Latanoprost
Molecular Formula:	C26H40O5
Canonical SMILES:	O[C@@H](CCc1ccccc1)CC[C@H]1[C@H](O)C[C@@H]([C@@H]1C/C=CCCCC(=O)OC(C)C)O
Standard InCHI:	InChI=1S/C26H40O5/c1-19(2)31-26(30)13-9-4-3-8-12-22-23(25(29)18-24(22)28)17-16-21(27)15-14-20-10-6-5-7-11-20/h3,5-8,10-11,19,21-25,27-29H,4,9,12-18H2,1-2H3/b8-3-/t21-,22+,23+,24-,25+/m0/s1
Standard InCHIKey:	GGXICVAJURFBLW-CEYXHVGTSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	TTD; ChEMBL; IUPHAR/BPS

Structural Similarity Between NPASS Natural Products and NPD6685

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	129
0.1-0.2	478
0.2-0.3	1249
0.3-0.4	3348
0.4-0.5	7290
0.5-0.6	15835
0.6-0.7	2310
0.7-0.8	247
0.8-0.85	4
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	0.8142	NPC9274
Intermediate Similarity	0.8131	NPC19136
Intermediate Similarity	0.8056	NPC321670
Intermediate Similarity	0.8	NPC477366
Intermediate Similarity	0.7944	NPC474820
Intermediate Similarity	0.7944	NPC475978
Intermediate Similarity	0.7934	NPC477365
Intermediate Similarity	0.7903	NPC239358
Intermediate Similarity	0.7903	NPC233692
Intermediate Similarity	0.7869	NPC477370
Intermediate Similarity	0.7851	NPC477363
Intermediate Similarity	0.785	NPC94487
Intermediate Similarity	0.784	NPC472248
Intermediate Similarity	0.7833	NPC477362
Intermediate Similarity	0.7818	NPC474111
Intermediate Similarity	0.7818	NPC329705
Intermediate Similarity	0.7805	NPC37968
Intermediate Similarity	0.7787	NPC477357
Intermediate Similarity	0.7778	NPC474112
Intermediate Similarity	0.7778	NPC311492
Intermediate Similarity	0.7778	NPC28836
Intermediate Similarity	0.776	NPC233860
Intermediate Similarity	0.775	NPC108286
Intermediate Similarity	0.7736	NPC477767
Intermediate Similarity	0.7727	NPC474307
Intermediate Similarity	0.7717	NPC200154
Intermediate Similarity	0.7698	NPC159811
Intermediate Similarity	0.767	NPC84288
Intermediate Similarity	0.7664	NPC271475
Intermediate Similarity	0.7658	NPC477251
Intermediate Similarity	0.7656	NPC202729
Intermediate Similarity	0.7597	NPC27721
Intermediate Similarity	0.7593	NPC7435
Intermediate Similarity	0.7589	NPC21929
Intermediate Similarity	0.7565	NPC477245
Intermediate Similarity	0.7565	NPC477246
Intermediate Similarity	0.7541	NPC8990
Intermediate Similarity	0.7538	NPC473301
Intermediate Similarity	0.7525	NPC475710
Intermediate Similarity	0.7523	NPC264728
Intermediate Similarity	0.75	NPC470143
Intermediate Similarity	0.75	NPC322503
Intermediate Similarity	0.75	NPC120393
Intermediate Similarity	0.75	NPC244933
Intermediate Similarity	0.75	NPC477368
Intermediate Similarity	0.75	NPC270507
Intermediate Similarity	0.75	NPC85560
Intermediate Similarity	0.75	NPC44830
Intermediate Similarity	0.75	NPC472706
Intermediate Similarity	0.748	NPC477369
Intermediate Similarity	0.746	NPC272946
Intermediate Similarity	0.746	NPC475508
Intermediate Similarity	0.746	NPC475452
Intermediate Similarity	0.746	NPC475671
Intermediate Similarity	0.746	NPC122504
Intermediate Similarity	0.746	NPC3450
Intermediate Similarity	0.7442	NPC477367
Intermediate Similarity	0.7442	NPC232888
Intermediate Similarity	0.7424	NPC242355
Intermediate Similarity	0.7422	NPC477364
Intermediate Similarity	0.7419	NPC470816
Intermediate Similarity	0.7414	NPC306977
Intermediate Similarity	0.7414	NPC287055
Intermediate Similarity	0.7414	NPC242957
Intermediate Similarity	0.7414	NPC206414
Intermediate Similarity	0.7407	NPC469890
Intermediate Similarity	0.7407	NPC469891
Intermediate Similarity	0.7407	NPC469892
Intermediate Similarity	0.74	NPC323103
Intermediate Similarity	0.74	NPC103387
Intermediate Similarity	0.7398	NPC138798
Intermediate Similarity	0.7379	NPC322387
Intermediate Similarity	0.7373	NPC210531
Intermediate Similarity	0.7364	NPC266343
Intermediate Similarity	0.7364	NPC477359
Intermediate Similarity	0.7339	NPC284022
Intermediate Similarity	0.7339	NPC145287
Intermediate Similarity	0.7333	NPC86670
Intermediate Similarity	0.7333	NPC274455
Intermediate Similarity	0.7333	NPC70940
Intermediate Similarity	0.7317	NPC473870
Intermediate Similarity	0.7317	NPC182333
Intermediate Similarity	0.7317	NPC473871
Intermediate Similarity	0.7317	NPC273336
Intermediate Similarity	0.7315	NPC469893
Intermediate Similarity	0.7315	NPC261947
Intermediate Similarity	0.7311	NPC470820
Intermediate Similarity	0.7302	NPC58061
Intermediate Similarity	0.7293	NPC474303
Intermediate Similarity	0.7293	NPC473497
Intermediate Similarity	0.7293	NPC475413
Intermediate Similarity	0.7293	NPC325078
Intermediate Similarity	0.7288	NPC473869
Intermediate Similarity	0.7273	NPC472708
Intermediate Similarity	0.7266	NPC72915
Intermediate Similarity	0.7264	NPC141607
Intermediate Similarity	0.7264	NPC187725
Intermediate Similarity	0.7264	NPC317645
Intermediate Similarity	0.7258	NPC77691
Intermediate Similarity	0.7257	NPC471133
Intermediate Similarity	0.7241	NPC323007
Intermediate Similarity	0.7241	NPC477247
Intermediate Similarity	0.7236	NPC475328
Intermediate Similarity	0.7236	NPC473889
Intermediate Similarity	0.7231	NPC298547
Intermediate Similarity	0.7231	NPC153617
Intermediate Similarity	0.7231	NPC472250
Intermediate Similarity	0.7231	NPC134937
Intermediate Similarity	0.7231	NPC324898
Intermediate Similarity	0.7228	NPC73637
Intermediate Similarity	0.7228	NPC121478
Intermediate Similarity	0.7222	NPC276047
Intermediate Similarity	0.7222	NPC267733
Intermediate Similarity	0.7218	NPC473440
Intermediate Similarity	0.7207	NPC469481
Intermediate Similarity	0.7207	NPC225079
Intermediate Similarity	0.7206	NPC471162
Intermediate Similarity	0.72	NPC121800
Intermediate Similarity	0.72	NPC127343
Intermediate Similarity	0.72	NPC317163
Intermediate Similarity	0.7193	NPC25385
Intermediate Similarity	0.7193	NPC475905
Intermediate Similarity	0.7193	NPC193640
Intermediate Similarity	0.7193	NPC94751
Intermediate Similarity	0.7193	NPC142326
Intermediate Similarity	0.7188	NPC42234
Intermediate Similarity	0.7188	NPC82712
Intermediate Similarity	0.7185	NPC45307
Intermediate Similarity	0.7185	NPC153214
Intermediate Similarity	0.7185	NPC284957
Intermediate Similarity	0.7184	NPC294134
Intermediate Similarity	0.7182	NPC317280
Intermediate Similarity	0.7182	NPC329387
Intermediate Similarity	0.7177	NPC472703
Intermediate Similarity	0.7176	NPC270364
Intermediate Similarity	0.7176	NPC149401
Intermediate Similarity	0.7176	NPC290833
Intermediate Similarity	0.7176	NPC79699
Intermediate Similarity	0.7176	NPC475262
Intermediate Similarity	0.7176	NPC279637
Intermediate Similarity	0.7176	NPC265459
Intermediate Similarity	0.7167	NPC105141
Intermediate Similarity	0.7167	NPC242764
Intermediate Similarity	0.7165	NPC472707
Intermediate Similarity	0.7165	NPC175333
Intermediate Similarity	0.7157	NPC477770
Intermediate Similarity	0.7143	NPC29607
Intermediate Similarity	0.7143	NPC9905
Intermediate Similarity	0.7143	NPC329064
Intermediate Similarity	0.7143	NPC470158
Intermediate Similarity	0.7143	NPC475933
Intermediate Similarity	0.7132	NPC186296
Intermediate Similarity	0.7131	NPC202015
Intermediate Similarity	0.713	NPC20485
Intermediate Similarity	0.7121	NPC194769
Intermediate Similarity	0.7121	NPC285221
Intermediate Similarity	0.712	NPC472704
Intermediate Similarity	0.712	NPC307139
Intermediate Similarity	0.712	NPC470815
Intermediate Similarity	0.7109	NPC225103
Intermediate Similarity	0.7109	NPC69496
Intermediate Similarity	0.7107	NPC84129
Intermediate Similarity	0.7103	NPC86987
Intermediate Similarity	0.7101	NPC205389
Intermediate Similarity	0.71	NPC170484
Intermediate Similarity	0.7099	NPC48929
Intermediate Similarity	0.7091	NPC226041
Intermediate Similarity	0.709	NPC87934
Intermediate Similarity	0.709	NPC162613
Intermediate Similarity	0.7087	NPC476971
Intermediate Similarity	0.7087	NPC476972
Intermediate Similarity	0.7087	NPC5486
Intermediate Similarity	0.708	NPC160382
Intermediate Similarity	0.708	NPC478264
Intermediate Similarity	0.7077	NPC80599
Intermediate Similarity	0.7077	NPC477360
Intermediate Similarity	0.7075	NPC231591
Intermediate Similarity	0.7075	NPC9822
Intermediate Similarity	0.7073	NPC474222
Intermediate Similarity	0.7073	NPC133302
Intermediate Similarity	0.7073	NPC474223
Intermediate Similarity	0.7073	NPC475804
Intermediate Similarity	0.7073	NPC475827
Intermediate Similarity	0.7073	NPC470585
Intermediate Similarity	0.7069	NPC475282
Intermediate Similarity	0.7069	NPC114741
Intermediate Similarity	0.7069	NPC469511
Intermediate Similarity	0.7069	NPC182549
Intermediate Similarity	0.7069	NPC475006
Intermediate Similarity	0.7068	NPC86772
Intermediate Similarity	0.7068	NPC205305
Intermediate Similarity	0.7068	NPC327511
Intermediate Similarity	0.7064	NPC206764
Intermediate Similarity	0.7063	NPC471758
Intermediate Similarity	0.7059	NPC87069
Intermediate Similarity	0.7059	NPC307651
Intermediate Similarity	0.7059	NPC169616
Intermediate Similarity	0.7054	NPC473443
Intermediate Similarity	0.7054	NPC133809
Intermediate Similarity	0.7054	NPC136810

Drug Structure

NPD6685 OpenBabel08211710072D 34 35 0 0 1 0 0 0 0 0999 V2000 -1.5213 -8.9174 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.1729 -9.2775 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.1759 -3.6666 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.4328 -4.3357 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.1667 -1.4945 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.3007 -0.9945 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.1667 -2.4945 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.9680 -2.6884 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.6407 -5.3138 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.4347 -1.4945 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.3007 -2.9945 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.0169 -2.3794 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8975 -5.9830 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.5686 -2.9945 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.7026 -2.4945 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.9706 -2.4945 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.9706 -1.4945 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.9781 0.2079 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.5702 -8.6084 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.4347 -2.4945 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.8366 -2.9945 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -0.8090 -1.4013 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 0.1045 -0.9945 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -1.4781 -0.6581 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 0.0000 -0.0000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -1.1054 -6.9611 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.8366 -3.9945 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.4727 -0.7626 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.7431 0.6691 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.0565 -7.2701 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.3623 -7.6303 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.7026 -4.4945 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.8794 -1.6762 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 0.5352 1.6473 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 19 1 0 0 0 0 2 19 1 0 0 0 0 3 4 1 0 0 0 0 3 8 2 0 0 0 0 4 9 1 0 0 0 0 5 6 2 0 0 0 0 5 7 1 0 0 0 0 6 10 1 0 0 0 0 7 11 2 0 0 0 0 8 12 1 0 0 0 0 9 13 1 0 0 0 0 10 20 2 0 0 0 0 11 20 1 0 0 0 0 13 26 1 0 0 0 0 14 15 1 0 0 0 0 14 20 1 0 0 0 0 16 17 1 0 0 0 0 16 21 1 0 0 0 0 18 24 1 0 0 0 0 18 25 1 0 0 0 0 19 31 1 0 0 0 0 21 15 1 6 0 0 0 21 27 1 0 0 0 0 22 12 1 1 0 0 0 22 23 1 0 0 0 0 22 24 1 0 0 0 0 23 17 1 6 0 0 0 23 25 1 0 0 0 0 24 28 1 1 0 0 0 25 29 1 1 0 0 0 26 30 2 0 0 0 0 26 31 1 0 0 0 0 27 32 1 0 0 0 0 28 33 1 0 0 0 0 29 34 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DAP001216
DrugBank	DB00654
ChEMBL	CHEMBL1051
IUPHAR/BPS	1961
PharmaGKB	PA164774763
KEGG Drug	D00356
PubChem CID	5311221
ChEBI	6384
CAS Number	130209-82-4

Drug Properties

Molecular Weight	432.29
ALogP	-2.1966
MLogP	3.77
XLogP	6.43
HDA	5
HBD	3
Rotatable Bonds	19
TPSA	86.99
RO5 Violation	2