NPASS drugs

Drug Information

Drug ID:	NPD5432
Drug Name:	Ibipinabant
Molecular Formula:	C23H20Cl2N4O2S
Canonical SMILES:	CN=C(N1N=C([C@H](C1)c1ccccc1)c1ccc(cc1)Cl)NS(=O)(=O)c1ccc(cc1)Cl
Standard InCHI:	InChI=1S/C23H20Cl2N4O2S/c1-26-23(28-32(30,31)20-13-11-19(25)12-14-20)29-15-21(16-5-3-2-4-6-16)22(27-29)17-7-9-18(24)10-8-17/h2-14,21H,15H2,1H3,(H,26,28)/t21-/m1/s1
Standard InCHIKey:	AXJQVVLKUYCICH-OAQYLSRUSA-N
Max Developmental Stage:	Phase 2
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD5432

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	451
0.1-0.2	3897
0.2-0.3	14449
0.3-0.4	10262
0.4-0.5	1741
0.5-0.6	88
0.6-0.7	2
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	0.6306	NPC32858
Remote Similarity	0.6306	NPC194857
Remote Similarity	0.5971	NPC317400
Remote Similarity	0.5959	NPC77294
Remote Similarity	0.5922	NPC208280
Remote Similarity	0.5882	NPC320656
Remote Similarity	0.5817	NPC476440
Remote Similarity	0.5753	NPC474559
Remote Similarity	0.5714	NPC7067
Remote Similarity	0.5669	NPC273830
Remote Similarity	0.5616	NPC471310

Drug Structure

NPD5432 OpenBabel08211708292D 33 36 0 0 1 0 0 0 0 0999 V2000 -0.0000 -1.7321 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.4659 -3.1294 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.5704 -2.1349 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.5523 -3.5361 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.7614 -1.5471 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.7433 -2.9483 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.7614 -0.1850 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.7433 1.2163 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.5704 0.4028 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.5523 1.8041 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 2.5000 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 0.8660 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.0878 -1.6750 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.8479 -1.9538 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.8479 0.2218 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.4659 1.3973 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 0.0000 1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.0388 -1.3660 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -4.0388 -0.3660 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 -7.2749 1.9851 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 4.0000 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 -1.0000 -1.7321 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -3.0878 -0.0570 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 -2.5000 -0.8660 0.0000 N 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 -1.5000 0.8660 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 26 1 0 0 0 0 2 3 2 0 0 0 0 2 4 1 0 0 0 0 3 5 1 0 0 0 0 4 6 2 0 0 0 0 5 16 2 0 0 0 0 6 16 1 0 0 0 0 7 9 1 0 0 0 0 7 17 2 0 0 0 0 8 10 2 0 0 0 0 8 17 1 0 0 0 0 9 18 2 0 0 0 0 10 18 1 0 0 0 0 11 13 1 0 0 0 0 11 19 2 0 0 0 0 12 14 2 0 0 0 0 12 19 1 0 0 0 0 13 20 2 0 0 0 0 14 20 1 0 0 0 0 15 21 1 0 0 0 0 15 29 1 0 0 0 0 17 22 1 0 0 0 0 18 24 1 0 0 0 0 19 25 1 0 0 0 0 20 32 1 0 0 0 0 21 16 1 6 0 0 0 21 22 1 0 0 0 0 22 27 2 0 0 0 0 23 26 2 3 0 0 0 23 28 1 0 0 0 0 23 29 1 0 0 0 0 27 29 1 0 0 0 0 28 32 1 0 0 0 0 28 33 1 0 0 0 0 30 32 2 0 0 0 0 31 32 2 0 0 0 0 M END $$$$

External Identifiers

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

Drug Properties

Molecular Weight	486.07
ALogP	0.1212
MLogP	3
XLogP	7.593
HDA	6
HBD	1
Rotatable Bonds	9
TPSA	82.51
RO5 Violation	1