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:	Phase 4
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD4840

Similarity is measured using the Tanimoto coefficient (Tc) , which compares the binary fingerprints of two molecules. Tc is calculated as the intersection divided by the union of '1' bits in the fingerprints, ranging from 0 to 1, with 1 indicating highest similarity.
Tanimoto coefficient is calculated based on PubChem 881-bit substructure fingerprints.

Range	Similarity Score Range
0-0.1	153805
0.1-0.2	54754
0.2-0.3	2162
0.3-0.4	323
0.4-0.5	601
0.5-0.6	74
0.6-0.7	11
0.7-0.8	0
0.8-0.85	0
0.85-0.9	1
0.9-0.95	4
0.95-1	1

Similar Natural Products

High Similarity: Tc>=0.85; Intermediate Similarity: 0.7 <= Tc < 0.85; Remote Similarity: 0.5 <= Tc < 0.7

Similarity Level	Similarity Score	Natural Product ID
High Similarity	1.0	NPC611973
High Similarity	0.9032	NPC63804
High Similarity	0.9032	NPC482657
High Similarity	0.9032	NPC482659
High Similarity	0.9032	NPC482658
High Similarity	0.875	NPC473872
Remote Similarity	0.6905	NPC328786
Remote Similarity	0.6905	NPC201338
Remote Similarity	0.6905	NPC555160
Remote Similarity	0.6591	NPC322378
Remote Similarity	0.6591	NPC322312
Remote Similarity	0.6042	NPC319669
Remote Similarity	0.6042	NPC305223
Remote Similarity	0.6042	NPC66599
Remote Similarity	0.6042	NPC319767
Remote Similarity	0.6042	NPC328134
Remote Similarity	0.6042	NPC517262
Remote Similarity	0.58	NPC320300
Remote Similarity	0.5745	NPC238646
Remote Similarity	0.5714	NPC569285
Remote Similarity	0.5435	NPC318973
Remote Similarity	0.54	NPC127145
Remote Similarity	0.54	NPC475930
Remote Similarity	0.54	NPC560502
Remote Similarity	0.54	NPC573820
Remote Similarity	0.537	NPC317625
Remote Similarity	0.537	NPC325865
Remote Similarity	0.537	NPC323577
Remote Similarity	0.537	NPC320318
Remote Similarity	0.537	NPC317858
Remote Similarity	0.537	NPC322555
Remote Similarity	0.537	NPC326218
Remote Similarity	0.537	NPC327274
Remote Similarity	0.537	NPC328284
Remote Similarity	0.537	NPC325472
Remote Similarity	0.5319	NPC324406
Remote Similarity	0.5319	NPC170963
Remote Similarity	0.5319	NPC324165
Remote Similarity	0.5319	NPC321315
Remote Similarity	0.5319	NPC114640
Remote Similarity	0.5319	NPC126366
Remote Similarity	0.5319	NPC327088
Remote Similarity	0.5319	NPC33267
Remote Similarity	0.5319	NPC169976
Remote Similarity	0.5319	NPC326373
Remote Similarity	0.5319	NPC536831
Remote Similarity	0.5319	NPC579362
Remote Similarity	0.5319	NPC608333
Remote Similarity	0.5319	NPC606305
Remote Similarity	0.5294	NPC10220
Remote Similarity	0.5208	NPC318710
Remote Similarity	0.5208	NPC323730
Remote Similarity	0.5208	NPC224700
Remote Similarity	0.5208	NPC328785
Remote Similarity	0.5208	NPC322244
Remote Similarity	0.5208	NPC323695
Remote Similarity	0.5208	NPC320663
Remote Similarity	0.5208	NPC320923
Remote Similarity	0.5208	NPC318733
Remote Similarity	0.5208	NPC317974
Remote Similarity	0.5208	NPC491289
Remote Similarity	0.5208	NPC608472
Remote Similarity	0.5152	NPC321454
Remote Similarity	0.5106	NPC321455
Remote Similarity	0.5106	NPC568108
Remote Similarity	0.5098	NPC137620
Remote Similarity	0.5098	NPC474675
Remote Similarity	0.5098	NPC493814
Remote Similarity	0.5098	NPC525800
Remote Similarity	0.5088	NPC325936
Remote Similarity	0.5088	NPC324827
Remote Similarity	0.5088	NPC317707
Remote Similarity	0.5088	NPC322493
Remote Similarity	0.5088	NPC321121
Remote Similarity	0.5088	NPC326802
Remote Similarity	0.5088	NPC319563
Remote Similarity	0.5088	NPC323871
Remote Similarity	0.5088	NPC323195
Remote Similarity	0.5088	NPC175048
Remote Similarity	0.5088	NPC323160
Remote Similarity	0.5088	NPC322234
Remote Similarity	0.5088	NPC320255
Remote Similarity	0.5088	NPC317273
Remote Similarity	0.5088	NPC54460
Remote Similarity	0.5088	NPC318310
Remote Similarity	0.5088	NPC322166
Remote Similarity	0.5088	NPC316793
Remote Similarity	0.5088	NPC325469
Remote Similarity	0.5088	NPC319043
Remote Similarity	0.5088	NPC329247
Remote Similarity	0.5088	NPC320729

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