NPASS drugs

Drug Information

Drug ID:	NPD5028
Drug Name:	Doxycycline Hydrate
Molecular Formula:	C22H24N2O8.H2O
Canonical SMILES:	CN([C@@H]1C(=C(C(=N)O)C(=O)[C@@]2([C@H]1[C@@H](O)[C@@H]1[C@@H](C)c3cccc(c3C(=O)C1=C2O)O)O)O)C.O
Standard InCHI:	InChI=1S/C22H24N2O8.H2O/c1-7-8-5-4-6-9(25)11(8)16(26)12-10(7)17(27)14-15(24(2)3)18(28)13(21(23)31)20(30)22(14,32)19(12)29;/h4-7,10,14-15,17,25,27-29,32H,1-3H3,(H2,23,31);1H2/t7-,10+,14+,15-,17-,22-;/m0./s1
Standard InCHIKey:	XQTWDDCIUJNLTR-CVHRZJFOSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD5028

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	175
0.1-0.2	863
0.2-0.3	2188
0.3-0.4	6411
0.4-0.5	7178
0.5-0.6	8623
0.6-0.7	5320
0.7-0.8	126
0.8-0.85	1
0.85-0.9	2
0.9-0.95	1
0.95-1	2

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
High Similarity	1.0	NPC469973
High Similarity	0.9759	NPC295531
High Similarity	0.9458	NPC291305
High Similarity	0.884	NPC96730
High Similarity	0.8619	NPC39528
Intermediate Similarity	0.837	NPC317727
Intermediate Similarity	0.7565	NPC313274
Intermediate Similarity	0.7513	NPC42286
Intermediate Similarity	0.7414	NPC68967
Intermediate Similarity	0.7411	NPC314941
Intermediate Similarity	0.7403	NPC314693
Intermediate Similarity	0.7399	NPC136878
Intermediate Similarity	0.7399	NPC285122
Intermediate Similarity	0.7396	NPC289223
Intermediate Similarity	0.7387	NPC315889
Intermediate Similarity	0.7384	NPC29932
Intermediate Similarity	0.7381	NPC305060
Intermediate Similarity	0.7371	NPC44378
Intermediate Similarity	0.7371	NPC280753
Intermediate Similarity	0.736	NPC314257
Intermediate Similarity	0.7341	NPC170055
Intermediate Similarity	0.7322	NPC329647
Intermediate Similarity	0.7322	NPC470735
Intermediate Similarity	0.7316	NPC329790
Intermediate Similarity	0.7314	NPC94781
Intermediate Similarity	0.7296	NPC261012
Intermediate Similarity	0.7296	NPC109403
Intermediate Similarity	0.7296	NPC314738
Intermediate Similarity	0.7289	NPC17843
Intermediate Similarity	0.7289	NPC246693
Intermediate Similarity	0.7289	NPC242358
Intermediate Similarity	0.7289	NPC110609
Intermediate Similarity	0.7288	NPC205918
Intermediate Similarity	0.7283	NPC48130
Intermediate Similarity	0.7283	NPC79627
Intermediate Similarity	0.7283	NPC300684
Intermediate Similarity	0.7283	NPC218866
Intermediate Similarity	0.7283	NPC84568
Intermediate Similarity	0.7277	NPC209865
Intermediate Similarity	0.7253	NPC101207
Intermediate Similarity	0.724	NPC475336
Intermediate Similarity	0.724	NPC473300
Intermediate Similarity	0.724	NPC453583
Intermediate Similarity	0.7235	NPC173980
Intermediate Similarity	0.7225	NPC143898
Intermediate Similarity	0.7222	NPC74507
Intermediate Similarity	0.7222	NPC234890
Intermediate Similarity	0.7219	NPC315275
Intermediate Similarity	0.7216	NPC112816
Intermediate Similarity	0.7202	NPC33372
Intermediate Similarity	0.7202	NPC67246
Intermediate Similarity	0.7194	NPC316412
Intermediate Similarity	0.7194	NPC315351
Intermediate Similarity	0.7184	NPC476444
Intermediate Similarity	0.7172	NPC316164
Intermediate Similarity	0.7168	NPC469520
Intermediate Similarity	0.7168	NPC85310
Intermediate Similarity	0.7167	NPC68727
Intermediate Similarity	0.7152	NPC247250
Intermediate Similarity	0.7152	NPC767
Intermediate Similarity	0.715	NPC471754
Intermediate Similarity	0.715	NPC317882
Intermediate Similarity	0.7111	NPC474824
Intermediate Similarity	0.7111	NPC470408
Intermediate Similarity	0.7111	NPC218870
Intermediate Similarity	0.7111	NPC182921
Intermediate Similarity	0.711	NPC297322
Intermediate Similarity	0.7105	NPC477816
Intermediate Similarity	0.7092	NPC215892
Intermediate Similarity	0.7092	NPC242662
Intermediate Similarity	0.7092	NPC191193
Intermediate Similarity	0.7092	NPC321072
Intermediate Similarity	0.7091	NPC471530
Intermediate Similarity	0.7086	NPC103910
Intermediate Similarity	0.7086	NPC477409
Intermediate Similarity	0.7083	NPC58685
Intermediate Similarity	0.7079	NPC314596
Intermediate Similarity	0.7079	NPC120171
Intermediate Similarity	0.7076	NPC238108
Intermediate Similarity	0.7074	NPC470580
Intermediate Similarity	0.7072	NPC3449
Intermediate Similarity	0.7067	NPC313582
Intermediate Similarity	0.7062	NPC252156
Intermediate Similarity	0.7062	NPC306001
Intermediate Similarity	0.7062	NPC324251
Intermediate Similarity	0.7062	NPC206211
Intermediate Similarity	0.7062	NPC471629
Intermediate Similarity	0.7062	NPC275170
Intermediate Similarity	0.7062	NPC473400
Intermediate Similarity	0.7062	NPC70340
Intermediate Similarity	0.7056	NPC478220
Intermediate Similarity	0.7056	NPC181964
Intermediate Similarity	0.7056	NPC51824
Intermediate Similarity	0.7056	NPC471606
Intermediate Similarity	0.7056	NPC470340
Intermediate Similarity	0.7056	NPC470337
Intermediate Similarity	0.7056	NPC113608
Intermediate Similarity	0.7056	NPC208553
Intermediate Similarity	0.7056	NPC268992
Intermediate Similarity	0.7056	NPC470338
Intermediate Similarity	0.7043	NPC12890
Intermediate Similarity	0.7043	NPC54661
Intermediate Similarity	0.7043	NPC163924
Intermediate Similarity	0.7039	NPC315253
Intermediate Similarity	0.7035	NPC108487
Intermediate Similarity	0.7033	NPC313299
Intermediate Similarity	0.7033	NPC474861
Intermediate Similarity	0.703	NPC231774
Intermediate Similarity	0.703	NPC314946
Intermediate Similarity	0.703	NPC1991
Intermediate Similarity	0.703	NPC3224
Intermediate Similarity	0.703	NPC306765
Intermediate Similarity	0.7029	NPC199936
Intermediate Similarity	0.7022	NPC470479
Intermediate Similarity	0.7021	NPC315406
Intermediate Similarity	0.702	NPC473558
Intermediate Similarity	0.7018	NPC471201
Intermediate Similarity	0.7017	NPC472211
Intermediate Similarity	0.7017	NPC209393
Intermediate Similarity	0.7017	NPC474621
Intermediate Similarity	0.7017	NPC155686
Intermediate Similarity	0.7017	NPC474622
Intermediate Similarity	0.7017	NPC205172
Intermediate Similarity	0.7017	NPC312482
Intermediate Similarity	0.7012	NPC68756
Intermediate Similarity	0.7012	NPC310540
Intermediate Similarity	0.7012	NPC152525
Intermediate Similarity	0.7011	NPC284495
Intermediate Similarity	0.7011	NPC257003
Intermediate Similarity	0.7006	NPC34414
Intermediate Similarity	0.7006	NPC278928
Intermediate Similarity	0.7006	NPC146647
Remote Similarity	0.6995	NPC208651
Remote Similarity	0.6995	NPC29552
Remote Similarity	0.6995	NPC206641
Remote Similarity	0.6994	NPC103337
Remote Similarity	0.6994	NPC114620
Remote Similarity	0.6994	NPC477408
Remote Similarity	0.6989	NPC471906
Remote Similarity	0.6989	NPC469854
Remote Similarity	0.6989	NPC469856
Remote Similarity	0.6989	NPC244691
Remote Similarity	0.6986	NPC316368
Remote Similarity	0.6986	NPC284236
Remote Similarity	0.6983	NPC478219
Remote Similarity	0.6982	NPC70622
Remote Similarity	0.6978	NPC174599
Remote Similarity	0.6978	NPC192219
Remote Similarity	0.6978	NPC69043
Remote Similarity	0.6978	NPC478230
Remote Similarity	0.6978	NPC82190
Remote Similarity	0.6973	NPC316457
Remote Similarity	0.6971	NPC474961
Remote Similarity	0.6971	NPC474300
Remote Similarity	0.6971	NPC248068
Remote Similarity	0.697	NPC36607
Remote Similarity	0.6968	NPC473094
Remote Similarity	0.6965	NPC286135
Remote Similarity	0.6964	NPC199253
Remote Similarity	0.6964	NPC136588
Remote Similarity	0.6964	NPC55949
Remote Similarity	0.6963	NPC470583
Remote Similarity	0.6963	NPC19056
Remote Similarity	0.6961	NPC474534
Remote Similarity	0.6961	NPC474533
Remote Similarity	0.6961	NPC180944
Remote Similarity	0.6959	NPC473052
Remote Similarity	0.6959	NPC473055
Remote Similarity	0.6957	NPC314795
Remote Similarity	0.6954	NPC42262
Remote Similarity	0.6954	NPC327916
Remote Similarity	0.6954	NPC147542
Remote Similarity	0.6954	NPC241349
Remote Similarity	0.6954	NPC37992
Remote Similarity	0.6954	NPC220496
Remote Similarity	0.6954	NPC32749
Remote Similarity	0.6952	NPC472049
Remote Similarity	0.695	NPC472392
Remote Similarity	0.695	NPC133775
Remote Similarity	0.6949	NPC471683
Remote Similarity	0.6947	NPC313708
Remote Similarity	0.6947	NPC270027
Remote Similarity	0.6946	NPC237225
Remote Similarity	0.6944	NPC315520
Remote Similarity	0.6941	NPC314048
Remote Similarity	0.6941	NPC171968
Remote Similarity	0.694	NPC148323
Remote Similarity	0.694	NPC283480
Remote Similarity	0.694	NPC478223
Remote Similarity	0.694	NPC478027
Remote Similarity	0.6938	NPC180210
Remote Similarity	0.6938	NPC478046
Remote Similarity	0.6938	NPC314914
Remote Similarity	0.6938	NPC478047
Remote Similarity	0.6938	NPC321226
Remote Similarity	0.6938	NPC328856
Remote Similarity	0.6936	NPC206207
Remote Similarity	0.6936	NPC251439
Remote Similarity	0.6935	NPC473490
Remote Similarity	0.6935	NPC83019

Drug Structure

NPD5028 OpenBabel08211706322D 42 44 0 0 1 0 0 0 0 0999 V2000 7.2671 -0.9884 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.7294 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.0377 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.8047 -2.4535 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.9589 -1.9651 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.8047 -3.4302 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.2671 -1.9651 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 8.1130 -2.4535 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.9589 -3.9186 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.4212 -2.4535 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 8.1130 -3.4302 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.4212 -3.4302 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.0377 -3.4302 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.7294 -2.4535 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 3.8835 -1.9651 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 7.2671 -3.9186 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.5753 -1.9651 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 3.0377 -2.4535 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.5753 -3.9186 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.8835 -3.9186 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.1918 -3.9186 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.7294 -3.4302 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 1.3459 -3.4302 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 3.8835 -0.9884 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 8.9589 -4.8953 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 7.2671 -4.8953 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 5.5753 -0.9884 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.1918 -1.9651 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 5.5753 -4.8953 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.8835 -5.8721 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.1918 -4.8953 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 4.7294 -4.4070 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.3660 -7.3721 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.5000 -3.9186 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 9.8047 -5.3837 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 6.4212 -0.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1.3459 -2.4535 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 4.7294 -5.3837 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1.3459 -5.3837 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 3.8835 -4.8953 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 2.2321 -6.8721 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 0.5000 -6.8721 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 2 24 1 0 0 0 0 3 24 1 0 0 0 0 4 5 2 0 0 0 0 4 6 1 0 0 0 0 5 8 1 0 0 0 0 6 9 2 0 0 0 0 7 1 1 1 0 0 0 7 8 1 0 0 0 0 7 10 1 0 0 0 0 8 11 2 0 0 0 0 9 11 1 0 0 0 0 9 25 1 0 0 0 0 10 12 1 6 0 0 0 10 17 1 0 0 0 0 11 16 1 0 0 0 0 12 16 1 0 0 0 0 12 19 2 0 0 0 0 13 18 2 0 0 0 0 13 20 1 0 0 0 0 13 21 1 0 0 0 0 14 15 1 0 0 0 0 14 17 1 0 0 0 0 14 22 1 6 0 0 0 15 18 1 0 0 0 0 15 24 1 1 0 0 0 16 26 2 0 0 0 0 17 27 1 1 0 0 0 18 28 1 0 0 0 0 19 22 1 0 0 0 0 19 29 1 0 0 0 0 20 22 1 0 0 0 0 20 30 2 0 0 0 0 21 23 2 0 0 0 0 21 31 1 0 0 0 0 22 32 1 1 0 0 0 23 34 1 0 0 0 0 25 35 1 0 0 0 0 27 36 1 0 0 0 0 28 37 1 0 0 0 0 29 38 1 0 0 0 0 31 39 1 0 0 0 0 32 40 1 0 0 0 0 33 41 1 0 0 0 0 33 42 1 0 0 0 0 M END $$$$

External Identifiers

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

Drug Properties

Molecular Weight	444.15
ALogP	-2.9468
MLogP	2.78
XLogP	1.137
HDA	9
HBD	7
Rotatable Bonds	11
TPSA	182.61
RO5 Violation	1