NPASS Natural Product

Natural Product: NPC314987

Natural Product ID:	NPC314987
Common Name:	Rifabutin
IUPAC Name:
Synonyms:	Ansamycin; LM-427; Mycobutin; Rifabutin
Molecular Formula:	C46H62N4O11
Standard InCHIKey:	ATEBXHFBFRCZMA-VXTBVIBXSA-N
Standard InCHI:	InChI=1S/C46H62N4O11/c1-22(2)21-50-18-16-46(17-19-50)48-34-31-32-39(54)28(8)42-33(31)43(56)45(10,61-42)59-20-15-30(58-11)25(5)41(60-29(9)51)27(7)38(53)26(6)37(52)23(3)13-12-14-24(4)44(57)47-36(40(32)55)35(34)49-46/h12-15,20,22-23,25-27,30,37-38,41,49,52-54H,16-19,21H2,1-11H3,(H,47,57)/b13-12+,20-15+,24-14-/t23-,25+,26+,27+,30-,37-,38+,41+,45-/m0/s1
Canonical SMILES:	CO[C@H]1/C=C/O[C@@]2(C)Oc3c(C2=O)c2C4=NC5(NC4=C(C(=O)c2c(c3C)O)N=C(/C(=CC=C[C@@H]([C@@H]([C@H]([C@H]([C@H]([C@@H]([C@@H]1C)OC(=O)C)C)O)C)O)C)/C)O)CCN(CC5)CC(C)C
First Find Year:
Max Developmental Stage:
Synthetic Gene Cluster:	;

Species Source

Show entries

Search:

Organism ID	Organism Name	Taxonomy Level	Family	SuperKingdom	Isolation Part	Collection Location	Collection Time	Reference
NPO32207	Streptomyces usf-319	Species	Streptomycetaceae	Bacteria				StreptomeDB*

Showing 1 to 1 of 1 entries

Previous1Next

Biological Activity

Activity Type	# Activity
AC50	3
ED50	2
IC50	1
MIC	44
Others	53
Potency	54

Activity Type	# Activity
Cell Line	1
Individual Protein	5
Organism	99
Others	52

Show entries

Search:

Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference
NPT106	Individual Protein	Peroxisome proliferator-activated receptor delta	Homo sapiens	Potency		10725.2	nM	PubChem BioAssay data set
NPT106	Individual Protein	Peroxisome proliferator-activated receptor delta	Homo sapiens	Potency		8519.3	nM	PubChem BioAssay data set
NPT1513	Organism	Mycobacterium avium	Mycobacterium avium	Activity	=	20	%	16987658
NPT1513	Organism	Mycobacterium avium	Mycobacterium avium	Inhibition	>	99	%	19119013
NPT1513	Organism	Mycobacterium avium	Mycobacterium avium	MIC	=	0.06	ug/ml	25173852
NPT152	Individual Protein	Nuclear factor erythroid 2-related factor 2	Homo sapiens	Potency		67057.9	nM	PubChem BioAssay data set
NPT153	Individual Protein	Androgen Receptor	Homo sapiens	Potency		12033.9	nM	PubChem BioAssay data set
NPT153	Individual Protein	Androgen Receptor	Homo sapiens	Potency		8442.1	nM	PubChem BioAssay data set
NPT16	Organism	Staphylococcus aureus	Staphylococcus aureus	MIC	=	0.031	ug/ml	17189695
NPT16	Organism	Staphylococcus aureus	Staphylococcus aureus	MIC	=	15.6	ug/ml	17189695

Showing 1 to 10 of 83 entries

Previous1 2 3 4 5…9Next

Similar Natural Products in NPASS

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

● The left chart: Distribution of similarity level between NPC314987 and all remaining natural products in the NPASS database.
● The right table: Most similar natural products (Tc>=0.56 or Top200).

range	Tanimoto Coefficient
0-0.1	245
0.1-0.2	1088
0.2-0.3	3041
0.3-0.4	7479
0.4-0.5	6585
0.5-0.6	7838
0.6-0.7	4551
0.7-0.8	61
0.8-0.85	1
0.85-0.9	0
0.9-0.95	0
0.95-1	0

Show entries

Search:

Similarity Score	Similarity Level	Natural Product ID
0.6759	Remote Similarity	NPC327005
0.6759	Remote Similarity	NPC98776
0.6761	Remote Similarity	NPC62444
0.6762	Remote Similarity	NPC306978
0.6763	Remote Similarity	NPC193200

Showing 1 to 5 of 200 entries

Previous1 2 3 4 5…40Next

Similar Clinical/Approved Drugs

Similarity level is defined by Tanimoto coefficient (Tc) between two molecules.

● The left chart: Distribution of similarity level between NPC314987 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

range	Tanimoto Coefficient
0-0.1	163
0.1-0.2	544
0.2-0.3	1011
0.3-0.4	2396
0.4-0.5	2997
0.5-0.6	1694
0.6-0.7	337
0.7-0.8	16
0.8-0.85	2
0.85-0.9	0
0.9-0.95	0
0.95-1	1

Show entries

Search:

Similarity Score	Similarity Level	Drug ID	Developmental Stage
0.6266	Remote Similarity	NPD7475	Clinical (unspecified phase)
0.6267	Remote Similarity	NPD8055	Clinical (unspecified phase)
0.6273	Remote Similarity	NPD5940	Clinical (unspecified phase)
0.6276	Remote Similarity	NPD7301	Phase 3
0.628	Remote Similarity	NPD7922	Phase 1

Showing 1 to 5 of 200 entries

Previous1 2 3 4 5…40Next

Structure

CID314987 OpenBabel06191716132D 61 66 0 0 1 0 0 0 0 0999 V2000 4.2257 -1.1783 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.0337 -1.9436 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.8989 1.2204 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.4669 2.4089 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.7868 -2.2727 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.5659 0.0478 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.4670 -1.1038 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.5253 -2.7134 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.3866 -1.4758 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.7452 -4.2609 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.7868 -3.4217 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.5155 1.9784 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.5121 1.2068 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.8457 2.3782 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.8093 -3.8446 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.9580 -1.3325 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8913 0.0825 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7750 -1.2939 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7082 0.1210 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.8004 -4.6250 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.9670 -0.5286 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4088 -1.2168 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.1874 0.8157 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -2.1735 1.9958 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.4934 -2.6858 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -4.8538 -0.3558 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -4.1727 -1.5185 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -2.8196 -2.2987 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.4615 -2.2455 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.4815 -3.4622 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -1.4705 -1.5107 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.1511 -1.1236 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.4658 -2.2887 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.7333 -1.1165 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.7722 -0.2918 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.4127 0.0886 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.1761 0.0395 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -4.8449 -1.1362 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -2.8270 -1.5143 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.1582 -0.3387 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.1656 -2.3034 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -2.1390 -2.6859 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.7851 -2.6759 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.1701 1.2242 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.4539 -3.8516 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 0.5162 -0.6443 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.4665 0.8295 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 0.0630 -1.3343 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -0.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 2.1500 -0.5672 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -6.1655 -2.5655 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -3.4648 -0.3622 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -5.5486 -1.5509 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -3.5365 -1.1095 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.8677 0.0662 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.0001 -2.4601 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.8717 0.8112 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -4.1470 -3.8562 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.1005 -5.0176 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -4.8323 -2.6952 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.1116 -3.4719 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1 22 1 0 0 0 0 2 22 1 0 0 0 0 4 24 1 0 0 0 0 8 28 1 0 0 0 0 9 29 1 0 0 0 0 11 58 1 0 0 0 0 12 13 2 0 0 0 0 12 14 1 0 0 0 0 13 23 1 0 0 0 0 14 24 2 0 0 0 0 15 20 2 0 0 0 0 15 30 1 0 0 0 0 16 18 1 0 0 0 0 16 46 1 0 0 0 0 17 19 1 0 0 0 0 17 46 1 0 0 0 0 18 50 1 0 0 0 0 19 50 1 0 0 0 0 20 59 1 0 0 0 0 21 22 1 0 0 0 0 21 50 1 0 0 0 0 23 3 1 1 0 0 0 23 37 1 0 0 0 0 24 44 1 0 0 0 0 25 5 1 6 0 0 0 25 30 1 0 0 0 0 25 41 1 0 0 0 0 26 6 1 6 0 0 0 26 37 1 0 0 0 0 26 38 1 0 0 0 0 27 7 1 1 0 0 0 27 38 1 0 0 0 0 27 41 1 0 0 0 0 28 39 2 0 0 0 0 28 42 1 0 0 0 0 29 51 2 0 0 0 0 29 60 1 0 0 0 0 30 58 1 6 0 0 0 31 32 2 0 0 0 0 31 33 1 0 0 0 0 31 34 1 0 0 0 0 32 39 1 0 0 0 0 32 40 1 0 0 0 0 33 42 2 0 0 0 0 33 43 1 0 0 0 0 34 35 1 0 0 0 0 34 48 2 0 0 0 0 35 36 2 0 0 0 0 35 49 1 0 0 0 0 36 40 1 0 0 0 0 36 47 1 0 0 0 0 37 52 1 6 0 0 0 38 53 1 6 0 0 0 39 54 1 0 0 0 0 40 55 2 0 0 0 0 41 60 1 1 0 0 0 42 61 1 0 0 0 0 43 45 1 0 0 0 0 43 56 2 0 0 0 0 44 47 2 3 0 0 0 44 57 1 0 0 0 0 45 10 1 6 0 0 0 45 59 1 0 0 0 0 45 61 1 0 0 0 0 46 48 1 0 0 0 0 46 49 1 0 0 0 0 M END $$$$

External Identifiers

PubChem CID	6323490
ChEMBL	CHEMBL444633
ZINC

Physicochemical Properties

Molecular Weight:	846.44
ALogP:	-0.9441
MLogP:	4.87
XLogP:	3.154
# Rotatable Bonds:	20
Polar Surface Area:	209.04
# H-Bond Aceptor:	13
# H-Bond Donor:	5
# Rings:	5
# Heavy Atoms:	61

Download Data

Data Type	Select
General Info & Identifiers & Properties
Structure MOL file
Source Organisms
Biological Activities
Similar NPs/Drugs