NPASS drugs

Drug Information

Drug ID:	NPD6836
Drug Name:	Rolitetracycline
Molecular Formula:	C27H33N3O8
Canonical SMILES:	CN([C@@H]1C(=C(C(=NCN2CCCC2)O)C(=O)[C@@]2([C@H]1C[C@H]1C(=C2O)C(=O)c2c([C@@]1(C)O)cccc2O)O)O)C
Standard InCHI:	InChI=1S/C27H33N3O8/c1-26(37)13-7-6-8-16(31)17(13)21(32)18-14(26)11-15-20(29(2)3)22(33)19(24(35)27(15,38)23(18)34)25(36)28-12-30-9-4-5-10-30/h6-8,14-15,20,31,33-34,37-38H,4-5,9-12H2,1-3H3,(H,28,36)/t14-,15-,20-,26+,27-/m0/s1
Standard InCHIKey:	HMEYVGGHISAPJR-IAHYZSEUSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	DrugBank

Structural Similarity Between NPASS Natural Products and NPD6836

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	222
0.1-0.2	989
0.2-0.3	2661
0.3-0.4	7728
0.4-0.5	6452
0.5-0.6	10422
0.6-0.7	2403
0.7-0.8	8
0.8-0.85	1
0.85-0.9	2
0.9-0.95	2
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
High Similarity	0.9353	NPC291305
High Similarity	0.9086	NPC295531
High Similarity	0.8857	NPC469973
High Similarity	0.8541	NPC39528
Intermediate Similarity	0.836	NPC96730
Intermediate Similarity	0.7917	NPC317727
Intermediate Similarity	0.7836	NPC476444
Intermediate Similarity	0.7558	NPC297322
Intermediate Similarity	0.7557	NPC68967
Intermediate Similarity	0.7245	NPC196231
Intermediate Similarity	0.7079	NPC313274
Intermediate Similarity	0.703	NPC42286
Intermediate Similarity	0.701	NPC286135
Remote Similarity	0.698	NPC293624
Remote Similarity	0.6961	NPC476662
Remote Similarity	0.6961	NPC316164
Remote Similarity	0.6959	NPC73555
Remote Similarity	0.6942	NPC314941
Remote Similarity	0.6936	NPC58685
Remote Similarity	0.6923	NPC315889
Remote Similarity	0.6919	NPC162694
Remote Similarity	0.6912	NPC476661
Remote Similarity	0.6907	NPC170302
Remote Similarity	0.6907	NPC475564
Remote Similarity	0.6907	NPC475409
Remote Similarity	0.6895	NPC314693
Remote Similarity	0.6891	NPC256935
Remote Similarity	0.6884	NPC209865
Remote Similarity	0.6882	NPC231774
Remote Similarity	0.6882	NPC3224
Remote Similarity	0.6882	NPC1991
Remote Similarity	0.6878	NPC151470
Remote Similarity	0.6878	NPC201055
Remote Similarity	0.6878	NPC64576
Remote Similarity	0.6878	NPC254045
Remote Similarity	0.6875	NPC314596
Remote Similarity	0.6866	NPC94499
Remote Similarity	0.686	NPC278928
Remote Similarity	0.6851	NPC29932
Remote Similarity	0.685	NPC453583
Remote Similarity	0.685	NPC475336
Remote Similarity	0.685	NPC473300
Remote Similarity	0.6848	NPC280753
Remote Similarity	0.6848	NPC44378
Remote Similarity	0.6845	NPC97086
Remote Similarity	0.6842	NPC101207
Remote Similarity	0.6842	NPC471530
Remote Similarity	0.684	NPC315253
Remote Similarity	0.6836	NPC305060
Remote Similarity	0.6834	NPC329790
Remote Similarity	0.6827	NPC314946
Remote Similarity	0.6827	NPC80472
Remote Similarity	0.6825	NPC15506
Remote Similarity	0.6816	NPC33372
Remote Similarity	0.6816	NPC67246
Remote Similarity	0.6804	NPC473546
Remote Similarity	0.6802	NPC298339
Remote Similarity	0.6793	NPC94781
Remote Similarity	0.6791	NPC316368
Remote Similarity	0.6791	NPC476443
Remote Similarity	0.6791	NPC284236
Remote Similarity	0.6791	NPC133817
Remote Similarity	0.6784	NPC306765
Remote Similarity	0.678	NPC272268
Remote Similarity	0.6778	NPC477275
Remote Similarity	0.6776	NPC285122
Remote Similarity	0.6776	NPC136878
Remote Similarity	0.6771	NPC328494
Remote Similarity	0.6766	NPC317882
Remote Similarity	0.6766	NPC471754
Remote Similarity	0.6765	NPC310540
Remote Similarity	0.6765	NPC24228
Remote Similarity	0.6765	NPC66909
Remote Similarity	0.6763	NPC67346
Remote Similarity	0.6763	NPC232533
Remote Similarity	0.6763	NPC146647
Remote Similarity	0.6763	NPC34414
Remote Similarity	0.6763	NPC243483
Remote Similarity	0.6755	NPC314257
Remote Similarity	0.6751	NPC99723
Remote Similarity	0.6749	NPC289223
Remote Similarity	0.6744	NPC180210
Remote Similarity	0.6744	NPC478046
Remote Similarity	0.6744	NPC314914
Remote Similarity	0.6744	NPC321226
Remote Similarity	0.6744	NPC478047
Remote Similarity	0.6744	NPC328856
Remote Similarity	0.6743	NPC242358
Remote Similarity	0.6743	NPC246693
Remote Similarity	0.6743	NPC110609
Remote Similarity	0.6742	NPC470847
Remote Similarity	0.6742	NPC245923
Remote Similarity	0.6736	NPC329647
Remote Similarity	0.6736	NPC470735
Remote Similarity	0.6734	NPC288854
Remote Similarity	0.6732	NPC83019
Remote Similarity	0.6724	NPC55949
Remote Similarity	0.6723	NPC283088
Remote Similarity	0.6721	NPC170055
Remote Similarity	0.6721	NPC471683
Remote Similarity	0.6717	NPC477816
Remote Similarity	0.6716	NPC191193
Remote Similarity	0.6716	NPC215892
Remote Similarity	0.6716	NPC33256
Remote Similarity	0.6716	NPC321072
Remote Similarity	0.6716	NPC242662
Remote Similarity	0.6713	NPC313582
Remote Similarity	0.6705	NPC171968
Remote Similarity	0.6705	NPC115458
Remote Similarity	0.6704	NPC251439
Remote Similarity	0.6704	NPC230811
Remote Similarity	0.6703	NPC199936
Remote Similarity	0.6703	NPC143898
Remote Similarity	0.6703	NPC471682
Remote Similarity	0.6702	NPC328649
Remote Similarity	0.6698	NPC478048
Remote Similarity	0.6697	NPC5674
Remote Similarity	0.6686	NPC205992
Remote Similarity	0.6686	NPC244699
Remote Similarity	0.6685	NPC322526
Remote Similarity	0.6685	NPC471201
Remote Similarity	0.6685	NPC474813
Remote Similarity	0.6684	NPC205918
Remote Similarity	0.6683	NPC43069
Remote Similarity	0.6683	NPC324251
Remote Similarity	0.6683	NPC181964
Remote Similarity	0.6683	NPC473400
Remote Similarity	0.6683	NPC140577
Remote Similarity	0.6683	NPC206211
Remote Similarity	0.6683	NPC306001
Remote Similarity	0.6683	NPC204580
Remote Similarity	0.6683	NPC471629
Remote Similarity	0.6683	NPC208553
Remote Similarity	0.6683	NPC244191
Remote Similarity	0.6683	NPC471606
Remote Similarity	0.6683	NPC275170
Remote Similarity	0.6683	NPC132751
Remote Similarity	0.6667	NPC287604
Remote Similarity	0.6667	NPC161964
Remote Similarity	0.6667	NPC472262
Remote Similarity	0.6667	NPC50924
Remote Similarity	0.6667	NPC478219
Remote Similarity	0.6667	NPC475768
Remote Similarity	0.6667	NPC84568
Remote Similarity	0.6667	NPC300684
Remote Similarity	0.6667	NPC79627
Remote Similarity	0.6667	NPC48130
Remote Similarity	0.6667	NPC477115
Remote Similarity	0.6667	NPC471456
Remote Similarity	0.6667	NPC218866
Remote Similarity	0.6651	NPC170101
Remote Similarity	0.665	NPC35680
Remote Similarity	0.665	NPC473490
Remote Similarity	0.665	NPC226708
Remote Similarity	0.665	NPC473558
Remote Similarity	0.6649	NPC163924
Remote Similarity	0.6649	NPC12890
Remote Similarity	0.6649	NPC54661
Remote Similarity	0.6649	NPC61004
Remote Similarity	0.6649	NPC478220
Remote Similarity	0.6648	NPC238108
Remote Similarity	0.6648	NPC17843
Remote Similarity	0.6648	NPC257644
Remote Similarity	0.6648	NPC147418
Remote Similarity	0.6648	NPC16188
Remote Similarity	0.6635	NPC79130
Remote Similarity	0.6632	NPC478223
Remote Similarity	0.6631	NPC315520
Remote Similarity	0.6631	NPC48949
Remote Similarity	0.663	NPC225243
Remote Similarity	0.6629	NPC473055
Remote Similarity	0.6629	NPC249272
Remote Similarity	0.6629	NPC473052
Remote Similarity	0.6628	NPC103540
Remote Similarity	0.6622	NPC314987
Remote Similarity	0.662	NPC124086
Remote Similarity	0.6618	NPC207239
Remote Similarity	0.6617	NPC18306
Remote Similarity	0.6613	NPC470479
Remote Similarity	0.6613	NPC112816
Remote Similarity	0.6611	NPC416
Remote Similarity	0.6611	NPC61398
Remote Similarity	0.6611	NPC13715
Remote Similarity	0.661	NPC53896
Remote Similarity	0.661	NPC4170
Remote Similarity	0.6609	NPC48248
Remote Similarity	0.6609	NPC282923
Remote Similarity	0.6609	NPC237225
Remote Similarity	0.6609	NPC767
Remote Similarity	0.6609	NPC247250
Remote Similarity	0.6607	NPC211215
Remote Similarity	0.6602	NPC281629
Remote Similarity	0.6602	NPC279665
Remote Similarity	0.6602	NPC36607
Remote Similarity	0.6601	NPC70340
Remote Similarity	0.6599	NPC470580
Remote Similarity	0.6598	NPC476931
Remote Similarity	0.6597	NPC29552
Remote Similarity	0.6595	NPC120536
Remote Similarity	0.6592	NPC7464

Drug Structure

NPD6836 OpenBabel08211710072D 44 48 0 0 1 0 0 0 0 0999 V2000 1.8524 2.1621 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 2.9388 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.6967 2.9388 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.6405 0.3295 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.1507 1.1779 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.0901 0.9796 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.2418 1.4694 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.0901 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.9850 -0.3984 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.1925 0.9742 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8484 1.4694 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.2418 -0.4898 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.3934 0.9796 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6967 0.9796 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -0.0000 0.9796 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 4.2418 -0.4898 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.3934 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6967 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.6967 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8484 1.4694 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 2.5451 -0.4898 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.6967 0.9796 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8484 -0.4898 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8484 -0.4898 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5451 -0.4898 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5451 1.4694 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 -3.3934 -0.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -0.8484 2.4490 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -5.0901 -0.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 4.2418 -1.4694 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.5451 -1.4694 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.5451 1.4694 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.8484 -1.4694 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.8484 -2.4490 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.5451 -1.4694 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.4501 1.8443 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -0.9796 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.3934 -1.9592 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.5451 2.4490 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -1.9592 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.3934 -1.9592 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 3.5779 2.8155 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.8484 -1.4694 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 2 29 1 0 0 0 0 3 29 1 0 0 0 0 4 5 1 0 0 0 0 4 9 1 0 0 0 0 5 10 1 0 0 0 0 6 7 2 0 0 0 0 6 8 1 0 0 0 0 7 13 1 0 0 0 0 8 16 2 0 0 0 0 9 30 1 0 0 0 0 10 30 1 0 0 0 0 11 14 1 0 0 0 0 11 15 1 0 0 0 0 12 28 1 0 0 0 0 12 30 1 0 0 0 0 13 17 2 0 0 0 0 13 26 1 0 0 0 0 14 18 1 0 0 0 0 14 26 1 6 0 0 0 15 20 1 0 0 0 0 15 27 1 6 0 0 0 16 17 1 0 0 0 0 16 31 1 0 0 0 0 17 21 1 0 0 0 0 18 21 1 0 0 0 0 18 23 2 0 0 0 0 19 22 2 0 0 0 0 19 24 1 0 0 0 0 19 25 1 0 0 0 0 20 22 1 0 0 0 0 20 29 1 1 0 0 0 21 32 2 0 0 0 0 22 33 1 0 0 0 0 23 27 1 0 0 0 0 23 34 1 0 0 0 0 24 27 1 0 0 0 0 24 35 2 0 0 0 0 25 28 2 3 0 0 0 25 36 1 0 0 0 0 26 1 1 1 0 0 0 26 37 1 0 0 0 0 27 38 1 1 0 0 0 31 39 1 0 0 0 0 33 40 1 0 0 0 0 34 41 1 0 0 0 0 36 42 1 0 0 0 0 37 43 1 0 0 0 0 38 44 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DAP000884
DrugBank	DB01301
ChEMBL	CHEMBL1237046
IUPHAR/BPS
PharmaGKB	PA164779049
KEGG Drug	D02282
PubChem CID
ChEBI	63334
CAS Number	751-97-3

Drug Properties

Molecular Weight	527.23
ALogP	-4.4571
MLogP	3.22
XLogP	1.133
HDA	10
HBD	6
Rotatable Bonds	13
TPSA	174.36
RO5 Violation	1