NPASS drugs

Drug Information

Drug ID:	NPD361
Drug Name:	ecomustine
Molecular Formula:	C10H18ClN3O6
Canonical SMILES:	ClCCN(C(=N[C@@H]1C[C@@H](OC)O[C@@H]([C@H]1O)CO)O)N=O
Standard InCHI:	InChI=1S/C10H18ClN3O6/c1-19-8-4-6(9(16)7(5-15)20-8)12-10(17)14(13-18)3-2-11/h6-9,15-16H,2-5H2,1H3,(H,12,17)/t6-,7-,8+,9+/m1/s1
Standard InCHIKey:	YQYBWJPESSJLTK-HXFLIBJXSA-N
Max Developmental Stage:	Discontinued
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD361

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	8528
0.2-0.3	16334
0.3-0.4	4988
0.4-0.5	695
0.5-0.6	220
0.6-0.7	28
0.7-0.8	1
0.8-0.85	2
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	0.8171	NPC314772
Intermediate Similarity	0.8171	NPC314968
Intermediate Similarity	0.7045	NPC316807
Remote Similarity	0.6905	NPC223174
Remote Similarity	0.6905	NPC327486
Remote Similarity	0.6905	NPC327753
Remote Similarity	0.6667	NPC150557
Remote Similarity	0.6522	NPC471420
Remote Similarity	0.6484	NPC98750
Remote Similarity	0.6465	NPC328646
Remote Similarity	0.6413	NPC70574
Remote Similarity	0.6277	NPC271772
Remote Similarity	0.6277	NPC36927
Remote Similarity	0.625	NPC476523
Remote Similarity	0.6237	NPC318258
Remote Similarity	0.6237	NPC83248
Remote Similarity	0.6237	NPC100204
Remote Similarity	0.6163	NPC322801
Remote Similarity	0.6163	NPC129100
Remote Similarity	0.6163	NPC291650
Remote Similarity	0.6162	NPC470284
Remote Similarity	0.6147	NPC59589
Remote Similarity	0.6139	NPC270005
Remote Similarity	0.6139	NPC208537
Remote Similarity	0.6105	NPC315969
Remote Similarity	0.6042	NPC263058
Remote Similarity	0.6042	NPC165119
Remote Similarity	0.6026	NPC233726
Remote Similarity	0.6026	NPC124963
Remote Similarity	0.6026	NPC23134
Remote Similarity	0.6024	NPC143326
Remote Similarity	0.5934	NPC315806
Remote Similarity	0.5865	NPC470283
Remote Similarity	0.5841	NPC121479
Remote Similarity	0.5841	NPC57436
Remote Similarity	0.5825	NPC61894
Remote Similarity	0.5825	NPC475603
Remote Similarity	0.5823	NPC326533
Remote Similarity	0.5814	NPC163134
Remote Similarity	0.5814	NPC471419
Remote Similarity	0.581	NPC330590
Remote Similarity	0.5802	NPC303727
Remote Similarity	0.58	NPC306838
Remote Similarity	0.58	NPC313552
Remote Similarity	0.5769	NPC299781
Remote Similarity	0.5769	NPC157193
Remote Similarity	0.5769	NPC282143
Remote Similarity	0.5769	NPC42503
Remote Similarity	0.5758	NPC125253
Remote Similarity	0.5758	NPC253975
Remote Similarity	0.5758	NPC192025
Remote Similarity	0.5743	NPC314408
Remote Similarity	0.5743	NPC470282
Remote Similarity	0.5743	NPC123746
Remote Similarity	0.5743	NPC477060
Remote Similarity	0.5743	NPC214376
Remote Similarity	0.5743	NPC43850
Remote Similarity	0.5743	NPC314007
Remote Similarity	0.5726	NPC313813
Remote Similarity	0.5714	NPC170172
Remote Similarity	0.5679	NPC269166
Remote Similarity	0.5679	NPC242073
Remote Similarity	0.5679	NPC323361
Remote Similarity	0.5679	NPC157514
Remote Similarity	0.5679	NPC89145
Remote Similarity	0.5679	NPC107914
Remote Similarity	0.5679	NPC67660
Remote Similarity	0.5679	NPC165198
Remote Similarity	0.5679	NPC58629
Remote Similarity	0.5679	NPC246558
Remote Similarity	0.5679	NPC145112
Remote Similarity	0.5679	NPC130683
Remote Similarity	0.5663	NPC148424
Remote Similarity	0.5641	NPC14144
Remote Similarity	0.5631	NPC195969
Remote Similarity	0.5631	NPC176381

Drug Structure

NPD361 OpenBabel08201723122D 23 23 0 0 1 0 0 0 0 0999 V2000 1.7321 -2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 0.0000 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 1.7321 1.0000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -0.0000 1.0000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 0.8660 -0.5000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 0.8660 1.5000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 3.4641 1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 -2.0000 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 1.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 4.3301 -0.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 0.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 1.0000 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 4.3301 1.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 5.1962 0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 -1.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 -0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 -0.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 3.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 5.1962 1.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 19 1 0 0 0 0 2 3 1 0 0 0 0 2 11 1 0 0 0 0 3 14 1 0 0 0 0 4 6 1 0 0 0 0 4 8 1 0 0 0 0 5 15 1 0 0 0 0 6 9 1 0 0 0 0 6 12 1 6 0 0 0 7 5 1 6 0 0 0 7 9 1 0 0 0 0 7 20 1 0 0 0 0 8 19 1 1 0 0 0 8 20 1 0 0 0 0 9 16 1 1 0 0 0 10 12 2 3 0 0 0 10 14 1 0 0 0 0 10 17 1 0 0 0 0 13 14 1 0 0 0 0 13 18 2 0 0 0 0 15 21 1 0 0 0 0 16 22 1 0 0 0 0 17 23 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB013205
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	311.09
ALogP	-0.4435
MLogP	1.46
XLogP	-0.452
HDA	7
HBD	3
Rotatable Bonds	12
TPSA	124.18
RO5 Violation	0