NPASS drugs

Drug Information

Drug ID:	NPD389
Drug Name:	Glufosfamide
Molecular Formula:	C10H21Cl2N2O7P
Canonical SMILES:	ClCCNP(=O)(O[C@@H]1O[C@H](CO)[C@H]([C@@H]([C@H]1O)O)O)NCCCl
Standard InCHI:	InChI=1S/C10H21Cl2N2O7P/c11-1-3-13-22(19,14-4-2-12)21-10-9(18)8(17)7(16)6(5-15)20-10/h6-10,15-18H,1-5H2,(H2,13,14,19)/t6-,7-,8+,9-,10+/m1/s1
Standard InCHIKey:	PSVUJBVBCOISSP-SPFKKGSWSA-N
Max Developmental Stage:	Phase 3
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD389

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	94
0.1-0.2	9698
0.2-0.3	15206
0.3-0.4	5026
0.4-0.5	665
0.5-0.6	148
0.6-0.7	50
0.7-0.8	3
0.8-0.85	0
0.85-0.9	0
0.9-0.95	0
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
Intermediate Similarity	0.7059	NPC314821
Intermediate Similarity	0.7059	NPC317501
Intermediate Similarity	0.7059	NPC317626
Remote Similarity	0.6623	NPC291650
Remote Similarity	0.6623	NPC322801
Remote Similarity	0.6623	NPC129100
Remote Similarity	0.6286	NPC233726
Remote Similarity	0.6286	NPC326533
Remote Similarity	0.6286	NPC124963
Remote Similarity	0.6286	NPC329095
Remote Similarity	0.6286	NPC23134
Remote Similarity	0.6279	NPC318258
Remote Similarity	0.6269	NPC255377
Remote Similarity	0.6269	NPC21209
Remote Similarity	0.6269	NPC285364
Remote Similarity	0.6269	NPC69445
Remote Similarity	0.6269	NPC92246
Remote Similarity	0.6269	NPC165846
Remote Similarity	0.6269	NPC289758
Remote Similarity	0.6269	NPC176017
Remote Similarity	0.6269	NPC73906
Remote Similarity	0.6269	NPC199857
Remote Similarity	0.6267	NPC143326
Remote Similarity	0.6197	NPC320043
Remote Similarity	0.6197	NPC103672
Remote Similarity	0.6176	NPC321087
Remote Similarity	0.6176	NPC277475
Remote Similarity	0.6163	NPC98750
Remote Similarity	0.6143	NPC329128
Remote Similarity	0.6143	NPC322158
Remote Similarity	0.6136	NPC315969
Remote Similarity	0.6111	NPC165198
Remote Similarity	0.6111	NPC107914
Remote Similarity	0.6111	NPC130683
Remote Similarity	0.6111	NPC269166
Remote Similarity	0.6111	NPC246558
Remote Similarity	0.6111	NPC58629
Remote Similarity	0.6111	NPC89145
Remote Similarity	0.6111	NPC145112
Remote Similarity	0.6111	NPC67660
Remote Similarity	0.6111	NPC242073
Remote Similarity	0.6111	NPC323361
Remote Similarity	0.6111	NPC157514
Remote Similarity	0.6092	NPC83248
Remote Similarity	0.6092	NPC100204
Remote Similarity	0.6092	NPC70574
Remote Similarity	0.6087	NPC14144
Remote Similarity	0.6067	NPC263058
Remote Similarity	0.6027	NPC303727
Remote Similarity	0.6	NPC299781
Remote Similarity	0.6	NPC42503
Remote Similarity	0.6	NPC282143
Remote Similarity	0.6	NPC157193
Remote Similarity	0.597	NPC320240
Remote Similarity	0.597	NPC70756
Remote Similarity	0.5955	NPC271772
Remote Similarity	0.5955	NPC36927
Remote Similarity	0.5934	NPC125253
Remote Similarity	0.5934	NPC192025
Remote Similarity	0.5934	NPC253975
Remote Similarity	0.5915	NPC323574
Remote Similarity	0.5889	NPC165119
Remote Similarity	0.5867	NPC148424
Remote Similarity	0.5821	NPC213159
Remote Similarity	0.5821	NPC317182
Remote Similarity	0.5821	NPC291502
Remote Similarity	0.5821	NPC134252
Remote Similarity	0.5821	NPC86191
Remote Similarity	0.5821	NPC298699
Remote Similarity	0.5806	NPC313552
Remote Similarity	0.5789	NPC472025
Remote Similarity	0.5789	NPC219040
Remote Similarity	0.5783	NPC327486
Remote Similarity	0.5783	NPC223174
Remote Similarity	0.5783	NPC327753
Remote Similarity	0.5745	NPC314408
Remote Similarity	0.5745	NPC123746
Remote Similarity	0.5745	NPC314007
Remote Similarity	0.5745	NPC214376
Remote Similarity	0.5745	NPC477060
Remote Similarity	0.5745	NPC43850
Remote Similarity	0.5714	NPC320032
Remote Similarity	0.5714	NPC317023
Remote Similarity	0.5714	NPC322855
Remote Similarity	0.5714	NPC290179
Remote Similarity	0.5714	NPC34877
Remote Similarity	0.5699	NPC83839
Remote Similarity	0.5641	NPC319131
Remote Similarity	0.5641	NPC474627
Remote Similarity	0.5641	NPC174485
Remote Similarity	0.5641	NPC328786
Remote Similarity	0.5641	NPC201338
Remote Similarity	0.5638	NPC306838
Remote Similarity	0.5625	NPC176381
Remote Similarity	0.5625	NPC195969
Remote Similarity	0.5618	NPC316807

Drug Structure

NPD389 OpenBabel08201723122D 28 28 0 0 1 0 0 0 0 0999 V2000 -0.8660 2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5000 0.8660 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 -1.5000 0.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.0000 -1.7321 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.0000 -1.7321 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 2.5000 -2.5981 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 1.5000 -2.5981 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 1.0000 -1.7321 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 1.5000 -0.8660 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 0.0000 3.0000 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 -3.0000 1.7321 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 1.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -1.0000 0.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 4.5000 -2.5981 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.0000 -3.4641 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.0000 -3.4641 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 -1.7321 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 -1.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.5000 -0.8660 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.0000 -0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -0.0000 0.0000 P 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 1.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.5000 -0.8660 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 5.5000 -2.5981 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 2.5000 -4.3301 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -3.4641 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.5000 -0.8660 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 3 1 0 0 0 0 1 11 1 0 0 0 0 2 4 1 0 0 0 0 2 12 1 0 0 0 0 3 13 1 0 0 0 0 4 14 1 0 0 0 0 5 15 1 0 0 0 0 6 5 1 6 0 0 0 6 7 1 0 0 0 0 6 20 1 0 0 0 0 7 8 1 0 0 0 0 7 16 1 1 0 0 0 8 9 1 0 0 0 0 8 17 1 6 0 0 0 9 10 1 0 0 0 0 9 18 1 1 0 0 0 10 20 1 0 0 0 0 10 21 1 6 0 0 0 13 22 1 0 0 0 0 13 23 1 0 0 0 0 14 22 1 0 0 0 0 14 24 1 0 0 0 0 15 25 1 0 0 0 0 16 26 1 0 0 0 0 17 27 1 0 0 0 0 18 28 1 0 0 0 0 19 22 2 0 0 0 0 21 22 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DCL000816
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	123628
ChEBI
CAS Number

Drug Properties

Molecular Weight	382.05
ALogP	-1.7042
MLogP	1.24
XLogP	-1.179
HDA	9
HBD	6
Rotatable Bonds	15
TPSA	150.32
RO5 Violation	1