NPASS drugs

Drug Information

Drug ID:	NPD4840
Drug Name:	Miltefosine
Molecular Formula:	C21H46NO4P
Canonical SMILES:	CCCCCCCCCCCCCCCCOP(=O)(OCC[N+](C)(C)C)[O-]
Standard InCHI:	InChI=1S/C21H46NO4P/c1-5-6-7-8-9-10-11-12-13-14-15-16-17-18-20-25-27(23,24)26-21-19-22(2,3)4/h5-21H2,1-4H3
Standard InCHIKey:	PQLXHQMOHUQAKB-UHFFFAOYSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD4840

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	46
0.1-0.2	14809
0.2-0.3	12561
0.3-0.4	3022
0.4-0.5	344
0.5-0.6	84
0.6-0.7	19
0.7-0.8	1
0.8-0.85	3
0.85-0.9	0
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	0.9167	NPC473872
Intermediate Similarity	0.8	NPC201338
Intermediate Similarity	0.8	NPC328786
Intermediate Similarity	0.8	NPC474627
Intermediate Similarity	0.7333	NPC238646
Remote Similarity	0.6984	NPC224700
Remote Similarity	0.6984	NPC320663
Remote Similarity	0.678	NPC319131
Remote Similarity	0.6769	NPC170963
Remote Similarity	0.6769	NPC169976
Remote Similarity	0.6769	NPC324165
Remote Similarity	0.6769	NPC114640
Remote Similarity	0.6769	NPC126366
Remote Similarity	0.6769	NPC33267
Remote Similarity	0.6667	NPC54460
Remote Similarity	0.6567	NPC305223
Remote Similarity	0.6415	NPC319709
Remote Similarity	0.6415	NPC81384
Remote Similarity	0.6415	NPC289484
Remote Similarity	0.6197	NPC325936
Remote Similarity	0.6119	NPC475930
Remote Similarity	0.6119	NPC127145
Remote Similarity	0.6029	NPC474674
Remote Similarity	0.6027	NPC474702
Remote Similarity	0.5957	NPC474089
Remote Similarity	0.5957	NPC474120
Remote Similarity	0.5882	NPC474675
Remote Similarity	0.5882	NPC137620
Remote Similarity	0.5867	NPC82799
Remote Similarity	0.5833	NPC330017
Remote Similarity	0.5769	NPC241279
Remote Similarity	0.5763	NPC270041
Remote Similarity	0.5758	NPC325117
Remote Similarity	0.5758	NPC326651
Remote Similarity	0.5758	NPC322319
Remote Similarity	0.5714	NPC178758
Remote Similarity	0.5714	NPC196102
Remote Similarity	0.5682	NPC120097

Drug Structure

NPD4840 OpenBabel08211705432D 27 26 0 0 0 0 0 0 0 0999 V2000 -12.5000 -9.0622 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.0000 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.0000 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -12.0000 -9.9282 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -11.0000 -9.9282 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -10.5000 -9.0622 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -9.5000 -9.0622 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -9.0000 -8.1962 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -8.0000 -8.1962 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.5000 -7.3301 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.5000 -7.3301 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.0000 -6.4641 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.0000 -6.4641 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.5000 -5.5981 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.5000 -5.5981 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.0000 -4.7321 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.0000 -4.7321 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.5000 -3.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -0.0000 0.0000 N 0 3 0 0 0 0 0 0 0 0 0 0 0.8660 -3.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.5000 -2.1340 0.0000 O 0 5 0 0 0 0 0 0 0 0 0 0 -0.5000 -3.8660 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 -2.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -3.0000 0.0000 P 0 0 3 0 0 0 0 0 0 0 0 0 1 5 1 0 0 0 0 2 22 1 0 0 0 0 3 22 1 0 0 0 0 4 22 1 0 0 0 0 5 6 1 0 0 0 0 6 7 1 0 0 0 0 7 8 1 0 0 0 0 8 9 1 0 0 0 0 9 10 1 0 0 0 0 10 11 1 0 0 0 0 11 12 1 0 0 0 0 12 13 1 0 0 0 0 13 14 1 0 0 0 0 14 15 1 0 0 0 0 15 16 1 0 0 0 0 16 17 1 0 0 0 0 17 18 1 0 0 0 0 18 20 1 0 0 0 0 19 21 1 0 0 0 0 19 22 1 0 0 0 0 20 25 1 0 0 0 0 21 26 1 0 0 0 0 23 27 2 0 0 0 0 24 27 1 0 0 0 0 25 27 1 0 0 0 0 26 27 1 0 0 0 0 M CHG 2 22 1 24 -1 M END $$$$

External Identifiers

TTD	DPR000076
DrugBank	DB09031
ChEMBL	CHEMBL125
IUPHAR/BPS
PharmaGKB
KEGG Drug	D02494
PubChem CID	3599
ChEBI	75283
CAS Number	58066-85-6

Drug Properties

Molecular Weight	407.32
ALogP	-6.0081
MLogP	3.11
XLogP	6.631
HDA	4
HBD	0
Rotatable Bonds	25
TPSA	68.4
RO5 Violation	2