NPASS drugs

Drug Information

Drug ID:	NPD8469
Drug Name:	Rifabutin
Molecular Formula:	C46H62N4O11
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
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
Standard InCHIKey:	ATEBXHFBFRCZMA-VXTBVIBXSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD8469

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	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	1

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

Show entries

Search:

Similarity Level	Similarity Score	Natural Product ID
High Similarity	1.0	NPC314987
Intermediate Similarity	0.8213	NPC313453
Intermediate Similarity	0.7573	NPC317567
Intermediate Similarity	0.7434	NPC313582
Intermediate Similarity	0.7403	NPC5674
Intermediate Similarity	0.7371	NPC470847
Intermediate Similarity	0.7366	NPC54661
Intermediate Similarity	0.7366	NPC163924
Intermediate Similarity	0.7348	NPC252156
Intermediate Similarity	0.733	NPC80472

Showing 1 to 10 of 200 entries

Previous1 2 3 4 5…20Next

Drug Structure

NPD8469 OpenBabel08211713022D 66 71 0 0 1 0 0 0 0 0999 V2000 4.2641 1.1744 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.0648 1.9498 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.9429 -1.2147 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.4866 -2.4239 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.8024 2.3002 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.6116 -0.0304 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.4919 1.1239 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.5455 2.7469 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.8787 3.0033 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.7377 4.2981 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.8150 3.4650 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.5506 -1.9834 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.5447 -1.2054 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.8766 -2.3886 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.8201 3.8851 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.9701 1.3403 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8983 -0.0860 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7936 1.2988 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7218 -0.1275 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.8085 4.6718 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.9929 0.5235 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4406 1.2159 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.2243 -0.8090 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -2.1977 -2.0052 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.5134 2.7189 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -4.8924 0.3742 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -4.2020 1.5443 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -2.8354 2.3265 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.1699 2.6785 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.4990 3.5017 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -1.4777 1.5278 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.1652 1.1396 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.4705 2.3121 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.7358 1.1279 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.7776 0.2967 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.4246 -0.0848 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.2104 -0.0265 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -4.8809 1.1609 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -2.8453 1.5358 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.1748 0.3483 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.1923 2.3356 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -2.1479 2.7147 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.7830 2.7003 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.1917 -1.2273 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.4535 3.8877 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 0.5225 0.6479 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.4811 -0.8316 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 0.0677 1.3450 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 2.1694 0.5649 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -6.0969 1.9022 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -3.5277 0.3562 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -5.5513 1.5589 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -3.5302 1.1478 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.8872 -0.0572 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.0044 2.4812 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.8609 -0.8305 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -4.1686 3.9010 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.1017 5.0653 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -5.5342 3.1299 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.1178 3.5070 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.2150 -0.7960 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.7551 0.2320 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -6.1780 1.0951 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.9238 0.4662 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.4451 -1.3443 0.0000 H 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 6 0 0 0 23 37 1 0 0 0 0 24 44 1 0 0 0 0 25 5 1 1 0 0 0 25 30 1 0 0 0 0 25 41 1 0 0 0 0 26 6 1 1 0 0 0 26 37 1 0 0 0 0 26 38 1 0 0 0 0 27 7 1 6 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 1 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 1 0 0 0 38 53 1 1 0 0 0 39 54 1 0 0 0 0 40 55 2 0 0 0 0 41 60 1 6 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 1 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 49 62 1 0 0 0 0 52 63 1 0 0 0 0 53 64 1 0 0 0 0 54 65 1 0 0 0 0 57 66 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DAP000656
DrugBank	DB00615
ChEMBL	CHEMBL444633
IUPHAR/BPS
PharmaGKB	PA451249
KEGG Drug	D00424
PubChem CID	6323490
ChEBI	45367
CAS Number	72559-06-9

Drug Properties

Molecular Weight	846.44
ALogP	-0.9441
MLogP	4.87
XLogP	3.154
HDA	13
HBD	5
Rotatable Bonds	20
TPSA	209.04
RO5 Violation	1