BMS-978587 (BMS978587; IDO-IN-4) is a novel and potent indoleamine 2,3-dioxygenase 1 (IDO-1) inhibitor with anticancer and immunompdulatory activity. Extracted from patent WO2014150677A1, Compound example 1 enantiomer 1.

Physicochemical Properties

Molecular Formula	C26H35N3O3
Molecular Weight	437.574406862259
Exact Mass	437.267
CAS #	1629125-65-0
PubChem CID	118676157
Appearance	Off-white to yellow solid powder
Density	1.2±0.1 g/cm3
Boiling Point	532.6±50.0 °C at 760 mmHg
Flash Point	275.9±30.1 °C
Vapour Pressure	0.0±1.5 mmHg at 25°C
Index of Refraction	1.633
LogP	5.74
Hydrogen Bond Donor Count	3
Hydrogen Bond Acceptor Count	4
Rotatable Bond Count	9
Heavy Atom Count	32
Complexity	620
Defined Atom Stereocenter Count	2
SMILES	CC1=CC=C(C=C1)NC(=O)NC2=C(C=CC(=C2)[C@H]3C[C@H]3C(=O)O)N(CC(C)C)CC(C)C
InChi Key	VZYCPKLOYXSKAB-FGZHOGPDSA-N
InChi Code	InChI=1S/C26H35N3O3/c1-16(2)14-29(15-17(3)4)24-11-8-19(21-13-22(21)25(30)31)12-23(24)28-26(32)27-20-9-6-18(5)7-10-20/h6-12,16-17,21-22H,13-15H2,1-5H3,(H,30,31)(H2,27,28,32)/t21-,22-/m1/s1
Chemical Name	(1R,2S)-2-[4-[bis(2-methylpropyl)amino]-3-[(4-methylphenyl)carbamoylamino]phenyl]cyclopropane-1-carboxylic acid
HS Tariff Code	2934.99.9001
Storage	Powder-20°C 3 years 4°C 2 years In solvent -80°C 6 months -20°C 1 month
Shipping Condition	Room temperature (This product is stable at ambient temperature for a few days during ordinary shipping and time spent in Customs)

Biological Activity

ln Vitro	In human IDO1/HEK293 cells, BMS-978587 (IDO-IN-4) (Compound Example 1 Enantiomer 1) functions as an IDO-1 inhibitor [1].
References	[1]. Preparation of cycloalkylaryl amide compounds as indoleamine 2,3-dioxygenase and therapeutic uses thereof. From PCT Int. Appl. (2014), WO 2014150677 A1 20140925.

Solubility Data

Solubility (In Vitro)

DMSO : ≥ 100 mg/mL (~228.53 mM)

Solubility (In Vivo)

Solubility in Formulation 1: ≥ 2.5 mg/mL (5.71 mM) (saturation unknown) in 10% DMSO + 40% PEG300 + 5% Tween80 + 45% Saline (add these co-solvents sequentially from left to right, and one by one), clear solution. For example, if 1 mL of working solution is to be prepared, you can add 100 μL of 25.0 mg/mL clear DMSO stock solution to 400 μL PEG300 and mix evenly; then add 50 μL Tween-80 to the above solution and mix evenly; then add 450 μL normal saline to adjust the volume to 1 mL. Preparation of saline: Dissolve 0.9 g of sodium chloride in 100 mL ddH₂ O to obtain a clear solution. Solubility in Formulation 2: ≥ 2.5 mg/mL (5.71 mM) (saturation unknown) in 10% DMSO + 90% Corn Oil (add these co-solvents sequentially from left to right, and one by one), clear solution. For example, if 1 mL of working solution is to be prepared, you can add 100 μL of 25.0 mg/mL clear DMSO stock solution to 900 μL of corn oil and mix evenly.  (Please use freshly prepared in vivo formulations for optimal results.)

Preparing Stock Solutions		1 mg	5 mg	10 mg
	1 mM	2.2853 mL	11.4267 mL	22.8535 mL
	5 mM	0.4571 mL	2.2853 mL	4.5707 mL
	10 mM	0.2285 mL	1.1427 mL	2.2853 mL

*Note: Please select an appropriate solvent for the preparation of stock solution based on your experiment needs. For most products, DMSO can be used for preparing stock solutions (e.g. 5 mM, 10 mM, or 20 mM concentration); some products with high aqueous solubility may be dissolved in water directly. Solubility information is available at the above Solubility Data section. Once the stock solution is prepared, aliquot it to routine usage volumes and store at -20°C or -80°C. Avoid repeated freeze and thaw cycles.