NPASS drugs

Drug Information

Drug ID:	NPD5968
Drug Name:	Sarecycline
Molecular Formula:	C24H29N3O8
Canonical SMILES:	CON(Cc1ccc(c2c1C[C@H]1C[C@H]3[C@H](N(C)C)C(=C(C(=O)[C@]3(C(=C1C2=O)O)O)C(=N)O)O)O)C
Standard InCHI:	InChI=1S/C24H29N3O8/c1-26(2)18-13-8-11-7-12-10(9-27(3)35-4)5-6-14(28)16(12)19(29)15(11)21(31)24(13,34)22(32)17(20(18)30)23(25)33/h5-6,11,13,18,28,30-31,34H,7-9H2,1-4H3,(H2,25,33)/t11-,13-,18-,24-/m0/s1
Standard InCHIKey:	PQJQFLNBMSCUSH-SBAJWEJLSA-N
Max Developmental Stage:	Phase 3
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD5968

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	217
0.1-0.2	1044
0.2-0.3	3236
0.3-0.4	7959
0.4-0.5	5557
0.5-0.6	9996
0.6-0.7	2869
0.7-0.8	6
0.8-0.85	3
0.85-0.9	2
0.9-0.95	1
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	0.9133	NPC291305
High Similarity	0.8983	NPC295531
High Similarity	0.8971	NPC469973
Intermediate Similarity	0.8404	NPC317727
Intermediate Similarity	0.8351	NPC39528
Intermediate Similarity	0.8272	NPC96730
Intermediate Similarity	0.7273	NPC314693
Intermediate Similarity	0.7088	NPC68967
Intermediate Similarity	0.7085	NPC196231
Intermediate Similarity	0.7056	NPC476444
Intermediate Similarity	0.702	NPC329790
Intermediate Similarity	0.701	NPC313274
Remote Similarity	0.699	NPC298339
Remote Similarity	0.6983	NPC297322
Remote Similarity	0.6974	NPC73555
Remote Similarity	0.6961	NPC42286
Remote Similarity	0.6947	NPC101207
Remote Similarity	0.6946	NPC24228
Remote Similarity	0.6931	NPC289223
Remote Similarity	0.6923	NPC222524
Remote Similarity	0.6919	NPC288854
Remote Similarity	0.6907	NPC256935
Remote Similarity	0.6893	NPC316164
Remote Similarity	0.6888	NPC327005
Remote Similarity	0.6884	NPC313582
Remote Similarity	0.6875	NPC314941
Remote Similarity	0.6869	NPC132751
Remote Similarity	0.6868	NPC29932
Remote Similarity	0.6866	NPC475336
Remote Similarity	0.6866	NPC473300
Remote Similarity	0.6866	NPC453583
Remote Similarity	0.6866	NPC70340
Remote Similarity	0.6857	NPC315889
Remote Similarity	0.6854	NPC238108
Remote Similarity	0.6847	NPC211215
Remote Similarity	0.6847	NPC469815
Remote Similarity	0.6847	NPC469816
Remote Similarity	0.6842	NPC153631
Remote Similarity	0.6839	NPC12890
Remote Similarity	0.6832	NPC33372
Remote Similarity	0.6832	NPC226708
Remote Similarity	0.6832	NPC67246
Remote Similarity	0.6829	NPC293624
Remote Similarity	0.6821	NPC315406
Remote Similarity	0.6813	NPC199936
Remote Similarity	0.681	NPC314596
Remote Similarity	0.6809	NPC96160
Remote Similarity	0.6809	NPC4331
Remote Similarity	0.6806	NPC284236
Remote Similarity	0.6806	NPC316368
Remote Similarity	0.68	NPC244699
Remote Similarity	0.6796	NPC207239
Remote Similarity	0.6793	NPC136878
Remote Similarity	0.6786	NPC185031
Remote Similarity	0.6782	NPC471754
Remote Similarity	0.6782	NPC317882
Remote Similarity	0.678	NPC50924
Remote Similarity	0.678	NPC279665
Remote Similarity	0.6779	NPC244191
Remote Similarity	0.6779	NPC286135
Remote Similarity	0.6779	NPC97086
Remote Similarity	0.6778	NPC13696
Remote Similarity	0.6776	NPC79627
Remote Similarity	0.6774	NPC280753
Remote Similarity	0.6774	NPC44378
Remote Similarity	0.6768	NPC99723
Remote Similarity	0.6763	NPC109403
Remote Similarity	0.6763	NPC314738
Remote Similarity	0.6763	NPC261012
Remote Similarity	0.6762	NPC314946
Remote Similarity	0.6761	NPC58685
Remote Similarity	0.676	NPC305060
Remote Similarity	0.6759	NPC321226
Remote Similarity	0.6759	NPC180210
Remote Similarity	0.6759	NPC478047
Remote Similarity	0.6759	NPC328856
Remote Similarity	0.6759	NPC478046
Remote Similarity	0.6759	NPC314914
Remote Similarity	0.6753	NPC163924
Remote Similarity	0.6753	NPC54661
Remote Similarity	0.6751	NPC313708
Remote Similarity	0.6748	NPC83019
Remote Similarity	0.6745	NPC46990
Remote Similarity	0.6742	NPC283088
Remote Similarity	0.6739	NPC170055
Remote Similarity	0.6734	NPC477816
Remote Similarity	0.6733	NPC209865
Remote Similarity	0.6733	NPC208890
Remote Similarity	0.6732	NPC191193
Remote Similarity	0.6732	NPC215892
Remote Similarity	0.6732	NPC125924
Remote Similarity	0.6732	NPC321072
Remote Similarity	0.6732	NPC242662
Remote Similarity	0.6731	NPC201055
Remote Similarity	0.6731	NPC151470
Remote Similarity	0.6731	NPC254045
Remote Similarity	0.6731	NPC64576
Remote Similarity	0.6723	NPC53896
Remote Similarity	0.6722	NPC206207
Remote Similarity	0.6722	NPC33011
Remote Similarity	0.6722	NPC230811
Remote Similarity	0.6721	NPC143898
Remote Similarity	0.672	NPC94781
Remote Similarity	0.6713	NPC478048
Remote Similarity	0.6705	NPC85342
Remote Similarity	0.6704	NPC471201
Remote Similarity	0.6704	NPC475549
Remote Similarity	0.6703	NPC285122
Remote Similarity	0.6703	NPC477275
Remote Similarity	0.67	NPC473400
Remote Similarity	0.67	NPC471629
Remote Similarity	0.67	NPC306001
Remote Similarity	0.67	NPC206211
Remote Similarity	0.67	NPC275170
Remote Similarity	0.67	NPC324251
Remote Similarity	0.6699	NPC36607
Remote Similarity	0.6699	NPC208553
Remote Similarity	0.6699	NPC471606
Remote Similarity	0.6699	NPC243483
Remote Similarity	0.6699	NPC181964
Remote Similarity	0.6699	NPC232533
Remote Similarity	0.6699	NPC67346
Remote Similarity	0.6699	NPC204580
Remote Similarity	0.6698	NPC315253
Remote Similarity	0.6686	NPC146647
Remote Similarity	0.6686	NPC171460
Remote Similarity	0.6686	NPC34414
Remote Similarity	0.6686	NPC199273
Remote Similarity	0.6686	NPC278928
Remote Similarity	0.6685	NPC84568
Remote Similarity	0.6685	NPC2672
Remote Similarity	0.6685	NPC218866
Remote Similarity	0.6685	NPC48130
Remote Similarity	0.6685	NPC300684
Remote Similarity	0.6684	NPC129578
Remote Similarity	0.6684	NPC255607
Remote Similarity	0.6684	NPC314257
Remote Similarity	0.6684	NPC3375
Remote Similarity	0.6683	NPC477259
Remote Similarity	0.6683	NPC27887
Remote Similarity	0.6683	NPC162694
Remote Similarity	0.6683	NPC169387
Remote Similarity	0.6667	NPC85310
Remote Similarity	0.6667	NPC469520
Remote Similarity	0.6667	NPC472135
Remote Similarity	0.6667	NPC170101
Remote Similarity	0.6667	NPC470735
Remote Similarity	0.6667	NPC471530
Remote Similarity	0.6667	NPC316412
Remote Similarity	0.6667	NPC473490
Remote Similarity	0.6667	NPC473558
Remote Similarity	0.6667	NPC329647
Remote Similarity	0.6667	NPC315351
Remote Similarity	0.6667	NPC15506
Remote Similarity	0.6652	NPC252156
Remote Similarity	0.6651	NPC82056
Remote Similarity	0.665	NPC170333
Remote Similarity	0.665	NPC283207
Remote Similarity	0.6649	NPC315520
Remote Similarity	0.6649	NPC68441
Remote Similarity	0.6648	NPC55949
Remote Similarity	0.6648	NPC236795
Remote Similarity	0.6648	NPC473052
Remote Similarity	0.6648	NPC473055
Remote Similarity	0.6647	NPC123506
Remote Similarity	0.6636	NPC253314
Remote Similarity	0.6636	NPC124086
Remote Similarity	0.6635	NPC133156
Remote Similarity	0.6634	NPC94499
Remote Similarity	0.6632	NPC1229
Remote Similarity	0.6632	NPC476569
Remote Similarity	0.6632	NPC323965
Remote Similarity	0.6632	NPC472211
Remote Similarity	0.6631	NPC470479
Remote Similarity	0.6631	NPC112816
Remote Similarity	0.663	NPC141368
Remote Similarity	0.663	NPC13715
Remote Similarity	0.663	NPC61398
Remote Similarity	0.663	NPC323123
Remote Similarity	0.663	NPC296752
Remote Similarity	0.663	NPC251439
Remote Similarity	0.663	NPC416
Remote Similarity	0.6629	NPC96024
Remote Similarity	0.6628	NPC273683
Remote Similarity	0.6619	NPC43069
Remote Similarity	0.6619	NPC140577
Remote Similarity	0.6618	NPC66909
Remote Similarity	0.6618	NPC281629
Remote Similarity	0.6616	NPC474815
Remote Similarity	0.6615	NPC81218
Remote Similarity	0.6615	NPC158376
Remote Similarity	0.6615	NPC117188
Remote Similarity	0.6615	NPC145832
Remote Similarity	0.6615	NPC306555
Remote Similarity	0.6615	NPC205421
Remote Similarity	0.6615	NPC474931
Remote Similarity	0.6615	NPC12053
Remote Similarity	0.6614	NPC477276
Remote Similarity	0.6614	NPC205918
Remote Similarity	0.6614	NPC144283

Drug Structure

NPD5968 OpenBabel08211708292D 41 44 0 0 1 0 0 0 0 0999 V2000 -1.6936 -2.9333 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 -2.9333 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.0807 -3.9111 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.7742 -2.9333 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.0807 -0.9778 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.0807 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5403 -1.4667 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8468 -1.4667 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.2339 -2.4444 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.2339 -1.4667 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6936 -0.9778 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 3.3871 -0.9778 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -0.9778 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 4.2339 0.4889 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6936 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.3871 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.6936 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8468 -1.4667 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 2.5403 0.4889 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.6936 -0.9778 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8468 0.4889 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8468 0.4889 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5403 0.4889 0.0000 C 0 0 0 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 -2.5403 1.4667 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -0.8468 -2.4444 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 5.0807 -2.9333 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 4.2339 1.4667 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.5403 1.4667 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.5403 -1.4667 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.8468 1.4667 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.8468 2.4444 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -3.3871 -0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 0.9778 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 5.9275 -2.4444 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -3.3871 1.9556 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 5.0807 1.9556 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.3871 -0.9778 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 1.9556 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -4.2339 0.4889 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.8468 1.4667 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 26 1 0 0 0 0 2 26 1 0 0 0 0 3 27 1 0 0 0 0 4 35 1 0 0 0 0 5 6 2 0 0 0 0 5 10 1 0 0 0 0 6 14 1 0 0 0 0 7 12 1 0 0 0 0 8 11 1 0 0 0 0 8 13 1 0 0 0 0 9 10 1 0 0 0 0 9 27 1 0 0 0 0 10 12 2 0 0 0 0 11 7 1 1 0 0 0 11 15 1 0 0 0 0 12 16 1 0 0 0 0 13 18 1 0 0 0 0 13 24 1 1 0 0 0 14 16 2 0 0 0 0 14 28 1 0 0 0 0 15 19 1 0 0 0 0 15 21 2 0 0 0 0 16 19 1 0 0 0 0 17 20 2 0 0 0 0 17 22 1 0 0 0 0 17 23 1 0 0 0 0 18 20 1 0 0 0 0 18 26 1 6 0 0 0 19 29 2 0 0 0 0 20 30 1 0 0 0 0 21 24 1 0 0 0 0 21 31 1 0 0 0 0 22 24 1 0 0 0 0 22 32 2 0 0 0 0 23 25 2 0 0 0 0 23 33 1 0 0 0 0 24 34 1 6 0 0 0 25 36 1 0 0 0 0 27 35 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 33 40 1 0 0 0 0 34 41 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB003492
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	487.20
ALogP	-2.3824
MLogP	2.89
XLogP	0.908
HDA	8
HBD	6
Rotatable Bonds	14
TPSA	174.85
RO5 Violation	1