NPASS drugs

Drug Information

Drug ID:	NPD5544
Drug Name:	Clomocycline
Molecular Formula:	C23H25ClN2O9
Canonical SMILES:	OCN=C(C1=C(O)[C@@H](N(C)C)[C@H]2[C@](C1=O)(O)C(=C1[C@H](C2)[C@](C)(O)c2c(C1=O)c(O)ccc2Cl)O)O
Standard InCHI:	InChI=1S/C23H25ClN2O9/c1-22(34)8-6-9-16(26(2)3)18(30)14(21(33)25-7-27)20(32)23(9,35)19(31)12(8)17(29)13-11(28)5-4-10(24)15(13)22/h4-5,8-9,16,27-28,30-31,34-35H,6-7H2,1-3H3,(H,25,33)/t8-,9-,16-,22-,23-/m0/s1
Standard InCHIKey:	GJGDLRSSCNAKGL-KMVLDZISSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	DrugBank

Structural Similarity Between NPASS Natural Products and NPD5544

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	229
0.1-0.2	1122
0.2-0.3	3628
0.3-0.4	8582
0.4-0.5	7193
0.5-0.6	9334
0.6-0.7	796
0.7-0.8	1
0.8-0.85	0
0.85-0.9	3
0.9-0.95	0
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

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Similarity Level	Similarity Score	Natural Product ID
High Similarity	0.9722	NPC96730
High Similarity	0.9719	NPC39528
High Similarity	0.8827	NPC291305
High Similarity	0.8791	NPC295531
High Similarity	0.8571	NPC469973
Intermediate Similarity	0.76	NPC317727
Remote Similarity	0.6976	NPC264938
Remote Similarity	0.6952	NPC68967
Remote Similarity	0.6919	NPC476444
Remote Similarity	0.681	NPC313274

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Drug Structure

NPD5544 OpenBabel08211708292D 42 45 0 0 1 0 0 0 0 0999 V2000 3.2333 -2.1591 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.6944 -2.9348 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -2.9348 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.0832 -0.9783 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.0832 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8472 -1.4674 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.6944 1.9565 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6944 -0.9783 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 0.0000 -0.9783 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 4.2360 -1.4674 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.2360 0.4891 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6944 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.3888 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.6944 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.3888 -0.9783 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8472 -1.4674 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 2.5416 0.4891 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.6944 -0.9783 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8472 0.4891 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8472 0.4891 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5416 0.4891 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5416 -1.4674 0.0000 C 0 0 2 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 4.2360 -2.4457 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 -2.5416 1.4674 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -0.8472 -2.4457 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -1.6944 2.9348 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 4.2360 1.4674 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.5416 1.4674 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.5416 -1.4674 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.8472 1.4674 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.8472 1.4674 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -3.3888 -0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.6378 -1.8418 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 1.9565 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.8472 3.4239 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 5.0832 1.9565 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.5416 -2.4457 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1.6944 1.9565 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -4.2360 0.4891 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1.5101 -2.8116 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.8472 2.4457 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 2 26 1 0 0 0 0 3 26 1 0 0 0 0 4 5 2 0 0 0 0 4 10 1 0 0 0 0 5 11 1 0 0 0 0 6 8 1 0 0 0 0 6 9 1 0 0 0 0 7 25 1 0 0 0 0 7 27 1 0 0 0 0 8 12 1 0 0 0 0 8 22 1 1 0 0 0 9 16 1 0 0 0 0 9 23 1 1 0 0 0 10 15 2 0 0 0 0 10 24 1 0 0 0 0 11 13 2 0 0 0 0 11 28 1 0 0 0 0 12 17 1 0 0 0 0 12 19 2 0 0 0 0 13 15 1 0 0 0 0 13 17 1 0 0 0 0 14 18 2 0 0 0 0 14 20 1 0 0 0 0 14 21 1 0 0 0 0 15 22 1 0 0 0 0 16 18 1 0 0 0 0 16 26 1 6 0 0 0 17 29 2 0 0 0 0 18 30 1 0 0 0 0 19 23 1 0 0 0 0 19 31 1 0 0 0 0 20 23 1 0 0 0 0 20 32 2 0 0 0 0 21 25 2 3 0 0 0 21 33 1 0 0 0 0 22 1 1 6 0 0 0 22 34 1 0 0 0 0 23 35 1 6 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 33 40 1 0 0 0 0 34 41 1 0 0 0 0 35 42 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DAP000882
DrugBank	DB00453
ChEMBL	CHEMBL2106071
IUPHAR/BPS
PharmaGKB	PA164771235
KEGG Drug	D06885
PubChem CID
ChEBI	59589
CAS Number	1181-54-0

Drug Properties

Molecular Weight	508.12
ALogP	-3.6335
MLogP	2.67
XLogP	0.161
HDA	10
HBD	7
Rotatable Bonds	14
TPSA	191.35
RO5 Violation	1