NPASS drugs

Drug Information

Drug ID:	NPD5765
Drug Name:	latanoprost (free acid form)
Molecular Formula:	C23H34O5
Canonical SMILES:	O[C@@H](CCc1ccccc1)CC[C@H]1[C@H](O)C[C@@H]([C@@H]1C/C=CCCCC(=O)O)O
Standard InCHI:	InChI=1S/C23H34O5/c24-18(13-12-17-8-4-3-5-9-17)14-15-20-19(21(25)16-22(20)26)10-6-1-2-7-11-23(27)28/h1,3-6,8-9,18-22,24-26H,2,7,10-16H2,(H,27,28)/b6-1-/t18-,19+,20+,21-,22+/m0/s1
Standard InCHIKey:	HNPFPERDNWXAGS-NFVOFSAMSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	IUPHAR/BPS

Structural Similarity Between NPASS Natural Products and NPD5765

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	136
0.1-0.2	495
0.2-0.3	1334
0.3-0.4	3749
0.4-0.5	9496
0.5-0.6	13787
0.6-0.7	1752
0.7-0.8	137
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	0.8286	NPC321670
Intermediate Similarity	0.8198	NPC9274
Intermediate Similarity	0.8	NPC474820
Intermediate Similarity	0.8	NPC475978
Intermediate Similarity	0.7905	NPC94487
Intermediate Similarity	0.785	NPC19136
Intermediate Similarity	0.7788	NPC477767
Intermediate Similarity	0.775	NPC477366
Intermediate Similarity	0.7732	NPC44830
Intermediate Similarity	0.7686	NPC477365
Intermediate Similarity	0.7664	NPC474112
Intermediate Similarity	0.7661	NPC239358
Intermediate Similarity	0.7661	NPC233692
Intermediate Similarity	0.7623	NPC477370
Intermediate Similarity	0.7615	NPC474307
Intermediate Similarity	0.7611	NPC242957
Intermediate Similarity	0.7611	NPC206414
Intermediate Similarity	0.7611	NPC306977
Intermediate Similarity	0.7611	NPC287055
Intermediate Similarity	0.7603	NPC477363
Intermediate Similarity	0.76	NPC472248
Intermediate Similarity	0.7583	NPC477362
Intermediate Similarity	0.757	NPC264728
Intermediate Similarity	0.7561	NPC37968
Intermediate Similarity	0.7547	NPC120393
Intermediate Similarity	0.7545	NPC244933
Intermediate Similarity	0.7545	NPC474111
Intermediate Similarity	0.7545	NPC85560
Intermediate Similarity	0.7545	NPC329705
Intermediate Similarity	0.7541	NPC477357
Intermediate Similarity	0.754	NPC28836
Intermediate Similarity	0.754	NPC311492
Intermediate Similarity	0.752	NPC233860
Intermediate Similarity	0.75	NPC108286
Intermediate Similarity	0.748	NPC200154
Intermediate Similarity	0.7477	NPC7435
Intermediate Similarity	0.7476	NPC187725
Intermediate Similarity	0.7476	NPC317645
Intermediate Similarity	0.7476	NPC141607
Intermediate Similarity	0.746	NPC159811
Intermediate Similarity	0.7453	NPC469891
Intermediate Similarity	0.7453	NPC469890
Intermediate Similarity	0.7453	NPC469892
Intermediate Similarity	0.7449	NPC73637
Intermediate Similarity	0.7449	NPC121478
Intermediate Similarity	0.7426	NPC322387
Intermediate Similarity	0.7423	NPC127343
Intermediate Similarity	0.7422	NPC202729
Intermediate Similarity	0.7387	NPC477251
Intermediate Similarity	0.7383	NPC271475
Intermediate Similarity	0.7383	NPC329387
Intermediate Similarity	0.7383	NPC317280
Intermediate Similarity	0.7379	NPC274455
Intermediate Similarity	0.7379	NPC70940
Intermediate Similarity	0.7379	NPC84288
Intermediate Similarity	0.7379	NPC86670
Intermediate Similarity	0.7364	NPC27721
Intermediate Similarity	0.7358	NPC469893
Intermediate Similarity	0.7358	NPC261947
Intermediate Similarity	0.7321	NPC21929
Intermediate Similarity	0.7311	NPC472708
Intermediate Similarity	0.7308	NPC473301
Intermediate Similarity	0.7304	NPC477245
Intermediate Similarity	0.7304	NPC477246
Intermediate Similarity	0.7297	NPC471133
Intermediate Similarity	0.7295	NPC8990
Intermediate Similarity	0.7266	NPC470143
Intermediate Similarity	0.7266	NPC477368
Intermediate Similarity	0.7266	NPC322503
Intermediate Similarity	0.7265	NPC210531
Intermediate Similarity	0.7264	NPC206764
Intermediate Similarity	0.7258	NPC472706
Intermediate Similarity	0.725	NPC470585
Intermediate Similarity	0.7248	NPC266343
Intermediate Similarity	0.7248	NPC469481
Intermediate Similarity	0.7248	NPC225079
Intermediate Similarity	0.7245	NPC184030
Intermediate Similarity	0.7245	NPC164449
Intermediate Similarity	0.7236	NPC477369
Intermediate Similarity	0.7232	NPC142326
Intermediate Similarity	0.7232	NPC94751
Intermediate Similarity	0.7228	NPC99482
Intermediate Similarity	0.7228	NPC95965
Intermediate Similarity	0.7228	NPC475710
Intermediate Similarity	0.7222	NPC272946
Intermediate Similarity	0.7222	NPC475671
Intermediate Similarity	0.7222	NPC3450
Intermediate Similarity	0.7222	NPC475452
Intermediate Similarity	0.7222	NPC122504
Intermediate Similarity	0.7222	NPC475508
Intermediate Similarity	0.7209	NPC232888
Intermediate Similarity	0.7209	NPC477367
Intermediate Similarity	0.72	NPC270507
Intermediate Similarity	0.72	NPC285773
Intermediate Similarity	0.72	NPC477770
Intermediate Similarity	0.7197	NPC242355
Intermediate Similarity	0.7188	NPC477364
Intermediate Similarity	0.7184	NPC329064
Intermediate Similarity	0.7177	NPC470816
Intermediate Similarity	0.7154	NPC138798
Intermediate Similarity	0.7143	NPC86987
Intermediate Similarity	0.7132	NPC477359
Intermediate Similarity	0.7107	NPC133302
Intermediate Similarity	0.71	NPC323103
Intermediate Similarity	0.71	NPC103387
Intermediate Similarity	0.7097	NPC145287
Intermediate Similarity	0.7097	NPC284022
Intermediate Similarity	0.7091	NPC133809
Intermediate Similarity	0.7091	NPC136810
Intermediate Similarity	0.7091	NPC128248
Intermediate Similarity	0.708	NPC25385
Intermediate Similarity	0.708	NPC193640
Intermediate Similarity	0.708	NPC185763
Intermediate Similarity	0.708	NPC37914
Intermediate Similarity	0.708	NPC475905
Intermediate Similarity	0.708	NPC83409
Intermediate Similarity	0.7073	NPC473870
Intermediate Similarity	0.7073	NPC473871
Intermediate Similarity	0.7073	NPC273336
Intermediate Similarity	0.7073	NPC182333
Intermediate Similarity	0.7068	NPC474303
Intermediate Similarity	0.7068	NPC325078
Intermediate Similarity	0.7068	NPC475413
Intermediate Similarity	0.7068	NPC473497
Intermediate Similarity	0.7064	NPC210529
Intermediate Similarity	0.7064	NPC175852
Intermediate Similarity	0.7064	NPC160548
Intermediate Similarity	0.7063	NPC58061
Intermediate Similarity	0.7063	NPC175333
Intermediate Similarity	0.7059	NPC470820
Intermediate Similarity	0.7054	NPC329282
Intermediate Similarity	0.7041	NPC224544
Intermediate Similarity	0.7034	NPC473869
Intermediate Similarity	0.7031	NPC72915
Intermediate Similarity	0.7018	NPC20485
Intermediate Similarity	0.7016	NPC77691
Intermediate Similarity	0.7	NPC298547
Intermediate Similarity	0.7	NPC472250
Intermediate Similarity	0.7	NPC134937
Intermediate Similarity	0.7	NPC324898
Intermediate Similarity	0.7	NPC153617
Remote Similarity	0.6992	NPC475328
Remote Similarity	0.6992	NPC293831
Remote Similarity	0.6992	NPC369
Remote Similarity	0.6992	NPC473889
Remote Similarity	0.6992	NPC473440
Remote Similarity	0.6991	NPC471186
Remote Similarity	0.6985	NPC471162
Remote Similarity	0.6984	NPC267733
Remote Similarity	0.6984	NPC276047
Remote Similarity	0.6983	NPC477247
Remote Similarity	0.6983	NPC323007
Remote Similarity	0.6972	NPC289201
Remote Similarity	0.6972	NPC226041
Remote Similarity	0.6967	NPC234337
Remote Similarity	0.6967	NPC133389
Remote Similarity	0.6967	NPC183339
Remote Similarity	0.6964	NPC329556
Remote Similarity	0.6963	NPC153214
Remote Similarity	0.6963	NPC284957
Remote Similarity	0.6963	NPC45307
Remote Similarity	0.696	NPC317163
Remote Similarity	0.6957	NPC475282
Remote Similarity	0.6953	NPC42234
Remote Similarity	0.6953	NPC82712
Remote Similarity	0.6952	NPC231591
Remote Similarity	0.6952	NPC9822
Remote Similarity	0.6949	NPC87069
Remote Similarity	0.6949	NPC294458
Remote Similarity	0.6947	NPC265459
Remote Similarity	0.6947	NPC208302
Remote Similarity	0.6947	NPC279637
Remote Similarity	0.6947	NPC290833
Remote Similarity	0.6947	NPC270364
Remote Similarity	0.6947	NPC149401
Remote Similarity	0.6947	NPC79699
Remote Similarity	0.6947	NPC475262
Remote Similarity	0.6944	NPC172925
Remote Similarity	0.6935	NPC472703
Remote Similarity	0.6931	NPC475199
Remote Similarity	0.6931	NPC283012
Remote Similarity	0.693	NPC37115
Remote Similarity	0.693	NPC191215
Remote Similarity	0.693	NPC274089
Remote Similarity	0.6929	NPC472707
Remote Similarity	0.6923	NPC234376
Remote Similarity	0.6917	NPC212891
Remote Similarity	0.6917	NPC105141
Remote Similarity	0.6917	NPC9905
Remote Similarity	0.6917	NPC472862
Remote Similarity	0.6917	NPC242764
Remote Similarity	0.6912	NPC186296
Remote Similarity	0.6909	NPC262826
Remote Similarity	0.6905	NPC79608
Remote Similarity	0.6905	NPC476033
Remote Similarity	0.6905	NPC475933
Remote Similarity	0.6905	NPC470158
Remote Similarity	0.6903	NPC47286
Remote Similarity	0.6903	NPC315794
Remote Similarity	0.6903	NPC56168

Drug Structure

NPD5765 OpenBabel08211708292D 32 33 0 0 1 0 0 0 0 0999 V2000 -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 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 -0.5702 -8.6084 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 2 1 0 0 0 0 1 6 2 0 0 0 0 2 7 1 0 0 0 0 3 4 2 0 0 0 0 3 5 1 0 0 0 0 4 8 1 0 0 0 0 5 9 2 0 0 0 0 6 10 1 0 0 0 0 7 11 1 0 0 0 0 8 17 2 0 0 0 0 9 17 1 0 0 0 0 11 23 1 0 0 0 0 12 13 1 0 0 0 0 12 17 1 0 0 0 0 14 15 1 0 0 0 0 14 18 1 0 0 0 0 16 21 1 0 0 0 0 16 22 1 0 0 0 0 18 13 1 6 0 0 0 18 24 1 0 0 0 0 19 10 1 1 0 0 0 19 20 1 0 0 0 0 19 21 1 0 0 0 0 20 15 1 6 0 0 0 20 22 1 0 0 0 0 21 25 1 1 0 0 0 22 26 1 1 0 0 0 23 27 2 0 0 0 0 23 28 1 0 0 0 0 24 29 1 0 0 0 0 25 30 1 0 0 0 0 26 31 1 0 0 0 0 28 32 1 0 0 0 0 M END $$$$

External Identifiers

TTD
DrugBank
ChEMBL
IUPHAR/BPS	1960
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	390.24
ALogP	-2.3975
MLogP	3.44
XLogP	5.226
HDA	5
HBD	4
Rotatable Bonds	16
TPSA	97.99
RO5 Violation	2