NPASS drugs

Drug Information

Drug ID:	NPD5093
Drug Name:	Letaxaban
Molecular Formula:	C22H26ClN3O5S
Canonical SMILES:	Clc1ccc2c(c1)ccc(c2)S(=O)(=O)C[C@H](C(=O)N1CCC(CC1)N1CCCN=C1O)O
Standard InCHI:	InChI=1S/C22H26ClN3O5S/c23-17-4-2-16-13-19(5-3-15(16)12-17)32(30,31)14-20(27)21(28)25-10-6-18(7-11-25)26-9-1-8-24-22(26)29/h2-5,12-13,18,20,27H,1,6-11,14H2,(H,24,29)/t20-/m1/s1
Standard InCHIKey:	GEHAEMCVKDPMKO-HXUWFJFHSA-N
Max Developmental Stage:	Phase 2
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD5093

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	149
0.1-0.2	1532
0.2-0.3	11106
0.3-0.4	15661
0.4-0.5	2234
0.5-0.6	205
0.6-0.7	3
0.7-0.8	0
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
Remote Similarity	0.6325	NPC194857
Remote Similarity	0.6325	NPC32858
Remote Similarity	0.6089	NPC286551
Remote Similarity	0.5866	NPC105717
Remote Similarity	0.5854	NPC302169
Remote Similarity	0.5787	NPC471680
Remote Similarity	0.578	NPC313352
Remote Similarity	0.5682	NPC316906
Remote Similarity	0.5665	NPC325479
Remote Similarity	0.5636	NPC220698
Remote Similarity	0.5629	NPC314192
Remote Similarity	0.5628	NPC321617

Drug Structure

NPD5093 OpenBabel08211706322D 34 37 0 0 1 0 0 0 0 0999 V2000 4.5000 4.3301 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 4.0000 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 4.5000 0.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.0000 1.7321 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.5000 4.3301 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.0000 3.4641 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.0000 -0.0000 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 -0.0000 4.0000 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 1.0000 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 4.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.0000 1.7321 0.0000 C 0 0 3 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 -0.8660 0.0000 C 0 0 2 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 5.5000 2.5981 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 5.5000 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 6.0000 3.4641 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 3.0000 -0.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 4.5000 2.5981 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 1.0000 -1.7321 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.0000 -1.7321 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 6.0000 1.7321 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 -1.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -0.0000 0.0000 S 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 -1.7321 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 7.0000 1.7321 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 8 1 0 0 0 0 1 9 1 0 0 0 0 2 4 1 0 0 0 0 2 16 2 0 0 0 0 3 5 2 0 0 0 0 3 15 1 0 0 0 0 4 17 2 0 0 0 0 5 19 1 0 0 0 0 6 10 1 0 0 0 0 6 18 1 0 0 0 0 7 11 1 0 0 0 0 7 18 1 0 0 0 0 8 24 1 0 0 0 0 9 26 1 0 0 0 0 10 25 1 0 0 0 0 11 25 1 0 0 0 0 12 15 2 0 0 0 0 12 17 1 0 0 0 0 13 16 1 0 0 0 0 13 19 2 0 0 0 0 14 32 1 0 0 0 0 15 16 1 0 0 0 0 17 23 1 0 0 0 0 18 26 1 0 0 0 0 19 32 1 0 0 0 0 20 14 1 6 0 0 0 20 21 1 0 0 0 0 20 27 1 0 0 0 0 21 25 1 0 0 0 0 21 28 2 0 0 0 0 22 24 2 0 0 0 0 22 26 1 0 0 0 0 22 29 1 0 0 0 0 27 33 1 0 0 0 0 29 34 1 0 0 0 0 30 32 2 0 0 0 0 31 32 2 0 0 0 0 M END $$$$

External Identifiers

TTD	DCL000651
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	11641515
ChEBI
CAS Number

Drug Properties

Molecular Weight	479.13
ALogP	-2.0882
MLogP	2.78
XLogP	2.907
HDA	8
HBD	2
Rotatable Bonds	9
TPSA	118.89
RO5 Violation	0