NPASS drugs

Drug Information

Drug ID:	NPD5027
Drug Name:	Tetracycline Hydrochloride
Molecular Formula:	C22H24N2O8.ClH
Canonical SMILES:	CN([C@@H]1C(=C(C(=N)O)C(=O)[C@@]2([C@H]1C[C@H]1C(=C2O)C(=O)c2c([C@@]1(C)O)cccc2O)O)O)C.Cl
Standard InCHI:	InChI=1S/C22H24N2O8.ClH/c1-21(31)8-5-4-6-11(25)12(8)16(26)13-9(21)7-10-15(24(2)3)17(27)14(20(23)30)19(29)22(10,32)18(13)28;/h4-6,9-10,15,25,27-28,31-32H,7H2,1-3H3,(H2,23,30);1H/t9-,10-,15-,21+,22-;/m0./s1
Standard InCHIKey:	XMEVHPAGJVLHIG-FMZCEJRJSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD5027

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	203
0.1-0.2	949
0.2-0.3	2821
0.3-0.4	7461
0.4-0.5	6061
0.5-0.6	9547
0.6-0.7	3801
0.7-0.8	41
0.8-0.85	1
0.85-0.9	1
0.9-0.95	2
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	NPC291305
High Similarity	0.9699	NPC295531
High Similarity	0.9458	NPC469973
High Similarity	0.9091	NPC39528
High Similarity	0.8889	NPC96730
Intermediate Similarity	0.8415	NPC317727
Intermediate Similarity	0.7529	NPC476444
Intermediate Similarity	0.7457	NPC68967
Intermediate Similarity	0.7456	NPC297322
Intermediate Similarity	0.7263	NPC329790
Intermediate Similarity	0.7245	NPC313274
Intermediate Similarity	0.7229	NPC58685
Intermediate Similarity	0.7194	NPC42286
Intermediate Similarity	0.7178	NPC231774
Intermediate Similarity	0.7178	NPC1991
Intermediate Similarity	0.7178	NPC3224
Intermediate Similarity	0.7158	NPC314693
Intermediate Similarity	0.7152	NPC278928
Intermediate Similarity	0.715	NPC196231
Intermediate Similarity	0.7134	NPC471530
Intermediate Similarity	0.7126	NPC29932
Intermediate Similarity	0.7121	NPC316164
Intermediate Similarity	0.7119	NPC44378
Intermediate Similarity	0.7119	NPC280753
Intermediate Similarity	0.7118	NPC238108
Intermediate Similarity	0.7118	NPC305060
Intermediate Similarity	0.71	NPC314941
Intermediate Similarity	0.7079	NPC315889
Intermediate Similarity	0.7077	NPC289223
Intermediate Similarity	0.7073	NPC306765
Intermediate Similarity	0.7062	NPC94781
Intermediate Similarity	0.7059	NPC272268
Intermediate Similarity	0.7055	NPC310540
Intermediate Similarity	0.7048	NPC146647
Intermediate Similarity	0.7048	NPC34414
Intermediate Similarity	0.7047	NPC209865
Intermediate Similarity	0.7045	NPC285122
Intermediate Similarity	0.7045	NPC136878
Intermediate Similarity	0.7037	NPC73555
Intermediate Similarity	0.703	NPC314596
Intermediate Similarity	0.7024	NPC110609
Intermediate Similarity	0.7024	NPC242358
Intermediate Similarity	0.7024	NPC246693
Intermediate Similarity	0.7018	NPC245923
Intermediate Similarity	0.7017	NPC314257
Intermediate Similarity	0.7006	NPC55949
Intermediate Similarity	0.7	NPC283088
Remote Similarity	0.699	NPC315253
Remote Similarity	0.6989	NPC329647
Remote Similarity	0.6989	NPC170055
Remote Similarity	0.6989	NPC471683
Remote Similarity	0.6989	NPC470735
Remote Similarity	0.6985	NPC314738
Remote Similarity	0.6985	NPC109403
Remote Similarity	0.6985	NPC261012
Remote Similarity	0.6982	NPC115458
Remote Similarity	0.6982	NPC171968
Remote Similarity	0.698	NPC314946
Remote Similarity	0.6977	NPC230811
Remote Similarity	0.6971	NPC471682
Remote Similarity	0.6971	NPC143898
Remote Similarity	0.6968	NPC256935
Remote Similarity	0.6964	NPC205992
Remote Similarity	0.6964	NPC244699
Remote Similarity	0.6963	NPC298339
Remote Similarity	0.6959	NPC474813
Remote Similarity	0.6954	NPC477275
Remote Similarity	0.6944	NPC205918
Remote Similarity	0.6941	NPC287604
Remote Similarity	0.6941	NPC161964
Remote Similarity	0.6941	NPC50924
Remote Similarity	0.6941	NPC472262
Remote Similarity	0.6938	NPC313582
Remote Similarity	0.6932	NPC300684
Remote Similarity	0.6932	NPC48130
Remote Similarity	0.6932	NPC84568
Remote Similarity	0.6932	NPC79627
Remote Similarity	0.6932	NPC218866
Remote Similarity	0.6923	NPC17843
Remote Similarity	0.6923	NPC475336
Remote Similarity	0.6923	NPC453583
Remote Similarity	0.6923	NPC473300
Remote Similarity	0.6919	NPC147418
Remote Similarity	0.6919	NPC101207
Remote Similarity	0.6915	NPC286135
Remote Similarity	0.6914	NPC257644
Remote Similarity	0.6909	NPC103540
Remote Similarity	0.6897	NPC225243
Remote Similarity	0.6891	NPC288854
Remote Similarity	0.6889	NPC315520
Remote Similarity	0.6888	NPC33372
Remote Similarity	0.6888	NPC67246
Remote Similarity	0.6886	NPC247250
Remote Similarity	0.6886	NPC48248
Remote Similarity	0.6886	NPC282923
Remote Similarity	0.6886	NPC237225
Remote Similarity	0.6886	NPC767
Remote Similarity	0.6884	NPC293624
Remote Similarity	0.6884	NPC316412
Remote Similarity	0.6884	NPC315351
Remote Similarity	0.6884	NPC83019
Remote Similarity	0.6882	NPC53896
Remote Similarity	0.6882	NPC4170
Remote Similarity	0.6879	NPC13715
Remote Similarity	0.6879	NPC416
Remote Similarity	0.6879	NPC61398
Remote Similarity	0.6875	NPC199936
Remote Similarity	0.6872	NPC470479
Remote Similarity	0.6872	NPC112816
Remote Similarity	0.6868	NPC96160
Remote Similarity	0.6868	NPC4331
Remote Similarity	0.6867	NPC96915
Remote Similarity	0.6866	NPC151470
Remote Similarity	0.6866	NPC201055
Remote Similarity	0.6866	NPC64576
Remote Similarity	0.6866	NPC254045
Remote Similarity	0.6864	NPC17083
Remote Similarity	0.686	NPC155211
Remote Similarity	0.686	NPC472308
Remote Similarity	0.686	NPC474311
Remote Similarity	0.686	NPC315275
Remote Similarity	0.6848	NPC234890
Remote Similarity	0.6848	NPC74507
Remote Similarity	0.6848	NPC173978
Remote Similarity	0.6845	NPC99731
Remote Similarity	0.6842	NPC12070
Remote Similarity	0.6839	NPC103337
Remote Similarity	0.6839	NPC114620
Remote Similarity	0.6839	NPC132751
Remote Similarity	0.6837	NPC471754
Remote Similarity	0.6837	NPC317882
Remote Similarity	0.6836	NPC477409
Remote Similarity	0.6836	NPC10764
Remote Similarity	0.6834	NPC204580
Remote Similarity	0.6833	NPC120171
Remote Similarity	0.6832	NPC97086
Remote Similarity	0.6831	NPC68727
Remote Similarity	0.6824	NPC70622
Remote Similarity	0.6824	NPC175738
Remote Similarity	0.6824	NPC309430
Remote Similarity	0.6821	NPC162694
Remote Similarity	0.6818	NPC291078
Remote Similarity	0.6818	NPC474300
Remote Similarity	0.6818	NPC239136
Remote Similarity	0.6818	NPC19631
Remote Similarity	0.6818	NPC469520
Remote Similarity	0.6818	NPC85310
Remote Similarity	0.6811	NPC15506
Remote Similarity	0.6805	NPC117609
Remote Similarity	0.6805	NPC198305
Remote Similarity	0.6802	NPC249272
Remote Similarity	0.6802	NPC80035
Remote Similarity	0.68	NPC147542
Remote Similarity	0.68	NPC169452
Remote Similarity	0.68	NPC181560
Remote Similarity	0.68	NPC32749
Remote Similarity	0.68	NPC37992
Remote Similarity	0.68	NPC220496
Remote Similarity	0.68	NPC42262
Remote Similarity	0.68	NPC327916
Remote Similarity	0.68	NPC241349
Remote Similarity	0.6798	NPC68441
Remote Similarity	0.6796	NPC48949
Remote Similarity	0.6793	NPC313299
Remote Similarity	0.6788	NPC477816
Remote Similarity	0.6788	NPC375356
Remote Similarity	0.6786	NPC165257
Remote Similarity	0.6784	NPC242662
Remote Similarity	0.6784	NPC225051
Remote Similarity	0.6784	NPC321072
Remote Similarity	0.6784	NPC191193
Remote Similarity	0.6784	NPC294226
Remote Similarity	0.6784	NPC215892
Remote Similarity	0.6784	NPC114183
Remote Similarity	0.6782	NPC206207
Remote Similarity	0.6782	NPC141368
Remote Similarity	0.6782	NPC173980
Remote Similarity	0.678	NPC296752
Remote Similarity	0.678	NPC476473
Remote Similarity	0.678	NPC238629
Remote Similarity	0.6776	NPC182921
Remote Similarity	0.6776	NPC470408
Remote Similarity	0.6776	NPC252156
Remote Similarity	0.6776	NPC474824
Remote Similarity	0.6776	NPC218870
Remote Similarity	0.6774	NPC323965
Remote Similarity	0.6768	NPC94499
Remote Similarity	0.6766	NPC51037
Remote Similarity	0.6765	NPC474517
Remote Similarity	0.6765	NPC72669
Remote Similarity	0.6763	NPC86524
Remote Similarity	0.6763	NPC7464
Remote Similarity	0.6763	NPC193358
Remote Similarity	0.6761	NPC257003
Remote Similarity	0.6754	NPC470580
Remote Similarity	0.6751	NPC70340
Remote Similarity	0.6751	NPC306001
Remote Similarity	0.6751	NPC324251
Remote Similarity	0.6751	NPC471629
Remote Similarity	0.6751	NPC275170

Drug Structure

NPD5027 OpenBabel08211706322D 40 42 0 0 1 0 0 0 0 0999 V2000 6.5764 -1.2745 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 5.5753 -1.9651 0.0000 C 0 0 0 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 6.4212 -2.4535 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 4.7294 -2.4535 0.0000 C 0 0 1 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 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 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 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 7.2671 -1.9651 0.0000 C 0 0 1 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 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 8.1695 -1.5913 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 -1.1689 -3.1264 0.0000 Cl 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 8.1130 -5.3837 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 2.1918 -0.9884 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 8.2970 -0.6229 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 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 11 2 0 0 0 0 7 9 1 0 0 0 0 7 10 1 0 0 0 0 8 12 2 0 0 0 0 8 21 1 0 0 0 0 9 13 1 0 0 0 0 9 21 1 6 0 0 0 10 15 1 0 0 0 0 10 22 1 6 0 0 0 11 12 1 0 0 0 0 11 25 1 0 0 0 0 12 16 1 0 0 0 0 13 16 1 0 0 0 0 13 18 2 0 0 0 0 14 17 2 0 0 0 0 14 19 1 0 0 0 0 14 20 1 0 0 0 0 15 17 1 0 0 0 0 15 24 1 1 0 0 0 16 26 2 0 0 0 0 17 27 1 0 0 0 0 18 22 1 0 0 0 0 18 28 1 0 0 0 0 19 22 1 0 0 0 0 19 29 2 0 0 0 0 20 23 2 0 0 0 0 20 30 1 0 0 0 0 21 1 1 1 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 30 38 1 0 0 0 0 31 39 1 0 0 0 0 32 40 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	-2.8128
MLogP	2.78
XLogP	0.835
HDA	9
HBD	7
Rotatable Bonds	11
TPSA	182.61
RO5 Violation	1