NPASS drugs

Drug Information

Drug ID:	NPD6216
Drug Name:	Simotinib
Molecular Formula:	C25H26ClFN4O4
Canonical SMILES:	COc1cc2ncnc(c2cc1OCCN1CC2(C3(C1)CC3)OCCO2)Nc1ccc(c(c1)Cl)F
Standard InCHI:	InChI=1S/C25H26ClFN4O4/c1-32-21-12-20-17(23(29-15-28-20)30-16-2-3-19(27)18(26)10-16)11-22(21)33-7-6-31-13-24(4-5-24)25(14-31)34-8-9-35-25/h2-3,10-12,15H,4-9,13-14H2,1H3,(H,28,29,30)
Standard InCHIKey:	OXWUWXCJDBRCCG-UHFFFAOYSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	IUPHAR/BPS

Structural Similarity Between NPASS Natural Products and NPD6216

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	659
0.1-0.2	5516
0.2-0.3	7871
0.3-0.4	10631
0.4-0.5	3905
0.5-0.6	1901
0.6-0.7	393
0.7-0.8	13
0.8-0.85	0
0.85-0.9	0
0.9-0.95	1
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

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Similarity Level	Similarity Score	Natural Product ID
High Similarity	0.9274	NPC56271
Intermediate Similarity	0.7198	NPC471614
Intermediate Similarity	0.7176	NPC472031
Intermediate Similarity	0.7176	NPC472067
Intermediate Similarity	0.7176	NPC472066
Intermediate Similarity	0.7165	NPC472068
Intermediate Similarity	0.7126	NPC160666
Intermediate Similarity	0.7115	NPC477806
Intermediate Similarity	0.7115	NPC477805
Intermediate Similarity	0.7115	NPC477796

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Drug Structure

NPD6216 OpenBabel08211709092D 36 41 0 0 0 0 0 0 0 0999 V2000 -5.7788 4.0685 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.1808 -2.4315 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.1808 -3.4315 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.8090 2.3198 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.9135 1.3253 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.4487 2.5685 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.3147 2.0685 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.5827 -0.3364 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.6691 -0.7431 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.9128 -2.4315 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.0468 1.0685 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.7788 2.0685 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.3309 2.4752 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.4781 1.0739 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.6449 -0.4315 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.0468 -1.9315 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.9128 0.5685 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.9128 -3.4315 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.0468 -3.9315 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.7788 1.0685 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.9128 2.5685 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.0468 2.0685 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.9128 -0.4315 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.0000 1.7321 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.5000 0.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.7788 -3.9315 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 -4.0468 -4.9315 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 -6.6449 0.5685 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -5.7788 -0.9315 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -4.0468 -0.9315 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -0.5827 2.0685 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -4.9128 3.5685 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -3.1808 2.5685 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.4781 0.6581 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 -3.1808 -0.4315 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 32 1 0 0 0 0 2 3 2 0 0 0 0 2 16 1 0 0 0 0 3 19 1 0 0 0 0 4 5 1 0 0 0 0 4 24 1 0 0 0 0 5 24 1 0 0 0 0 6 7 1 0 0 0 0 6 31 1 0 0 0 0 7 33 1 0 0 0 0 8 9 1 0 0 0 0 8 34 1 0 0 0 0 9 35 1 0 0 0 0 10 16 2 0 0 0 0 10 18 1 0 0 0 0 11 17 2 0 0 0 0 11 22 1 0 0 0 0 12 20 2 0 0 0 0 12 21 1 0 0 0 0 13 24 1 0 0 0 0 13 31 1 0 0 0 0 14 25 1 0 0 0 0 14 31 1 0 0 0 0 15 28 2 0 0 0 0 15 29 1 0 0 0 0 16 30 1 0 0 0 0 17 20 1 0 0 0 0 17 23 1 0 0 0 0 18 19 2 0 0 0 0 18 26 1 0 0 0 0 19 27 1 0 0 0 0 20 28 1 0 0 0 0 21 22 2 0 0 0 0 21 32 1 0 0 0 0 22 33 1 0 0 0 0 23 29 2 0 0 0 0 23 30 1 0 0 0 0 24 25 1 0 0 0 0 25 34 1 0 0 0 0 25 35 1 0 0 0 0 30 36 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB002255
DrugBank
ChEMBL
IUPHAR/BPS	7640
PharmaGKB
KEGG Drug
PubChem CID	16735117
ChEBI
CAS Number

Drug Properties

Molecular Weight	500.16
ALogP	0.1473
MLogP	3.11
XLogP	3.176
HDA	6
HBD	1
Rotatable Bonds	10
TPSA	77.97
RO5 Violation	0