NPASS drugs

Drug Information

Drug ID:	NPD6186
Drug Name:	Ibrutinib
Molecular Formula:	C25H24N6O2
Canonical SMILES:	C=CC(=O)N1CCC[C@H](C1)n1nc(c2c1ncnc2N)c1ccc(cc1)Oc1ccccc1
Standard InCHI:	InChI=1S/C25H24N6O2/c1-2-21(32)30-14-6-7-18(15-30)31-25-22(24(26)27-16-28-25)23(29-31)17-10-12-20(13-11-17)33-19-8-4-3-5-9-19/h2-5,8-13,16,18H,1,6-7,14-15H2,(H2,26,27,28)/t18-/m1/s1
Standard InCHIKey:	XYFPWWZEPKGCCK-GOSISDBHSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	TTD; ChEMBL; IUPHAR/BPS

Structural Similarity Between NPASS Natural Products and NPD6186

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	614
0.1-0.2	4410
0.2-0.3	8480
0.3-0.4	10397
0.4-0.5	4629
0.5-0.6	1991
0.6-0.7	360
0.7-0.8	9
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

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Similarity Level	Similarity Score	Natural Product ID
Intermediate Similarity	0.7554	NPC115595
Intermediate Similarity	0.73	NPC160666
Intermediate Similarity	0.7215	NPC315822
Intermediate Similarity	0.7162	NPC242923
Intermediate Similarity	0.713	NPC471603
Intermediate Similarity	0.7112	NPC62995
Intermediate Similarity	0.7101	NPC187145
Intermediate Similarity	0.7021	NPC308906
Intermediate Similarity	0.7	NPC471762
Remote Similarity	0.6975	NPC130570

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Drug Structure

NPD6186 OpenBabel08211709092D 35 39 0 0 1 0 0 0 0 0999 V2000 -1.0392 -4.4632 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0446 -4.3587 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.1449 1.7024 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.2788 1.2024 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.1449 2.7024 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.8080 -1.9316 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.4013 -1.0181 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.4128 1.7024 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.2788 3.2024 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.9487 2.7024 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.8147 1.2024 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.8147 3.2024 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.6808 1.7024 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.2202 -2.7406 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.1810 -1.7226 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7872 2.0250 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.9487 1.7024 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.4067 -0.9135 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 5.4128 2.7024 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.6808 2.7024 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.3621 -3.4451 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.1691 1.6092 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.0827 1.2024 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.1399 2.5602 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 0.5292 3.3034 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -1.1180 2.7681 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -1.4781 1.0739 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 0.9781 0.2079 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -0.2257 -2.6361 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -0.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 1.3566 -3.3406 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 4.5468 3.2024 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.5074 3.0955 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 0.2202 4.2544 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 2 2 0 0 0 0 2 21 1 0 0 0 0 3 4 2 0 0 0 0 3 5 1 0 0 0 0 4 8 1 0 0 0 0 5 9 2 0 0 0 0 6 7 1 0 0 0 0 6 14 1 0 0 0 0 8 19 2 0 0 0 0 9 19 1 0 0 0 0 10 12 1 0 0 0 0 10 17 2 0 0 0 0 11 13 2 0 0 0 0 11 17 1 0 0 0 0 12 20 2 0 0 0 0 13 20 1 0 0 0 0 14 30 1 0 0 0 0 15 18 1 0 0 0 0 15 30 1 0 0 0 0 16 27 2 0 0 0 0 16 28 1 0 0 0 0 17 23 1 0 0 0 0 18 7 1 1 0 0 0 18 31 1 0 0 0 0 19 33 1 0 0 0 0 20 33 1 0 0 0 0 21 30 1 0 0 0 0 21 32 2 0 0 0 0 22 23 1 0 0 0 0 22 24 2 0 0 0 0 22 25 1 0 0 0 0 23 29 2 0 0 0 0 24 26 1 0 0 0 0 24 27 1 0 0 0 0 25 28 2 0 0 0 0 25 31 1 0 0 0 0 26 34 1 0 0 0 0 26 35 1 0 0 0 0 29 31 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DNCL002550
DrugBank	DB09053
ChEMBL	CHEMBL1873475
IUPHAR/BPS	6912
PharmaGKB
KEGG Drug	D10223
PubChem CID	24821094
ChEBI	76612
CAS Number	936563-96-1

Drug Properties

Molecular Weight	440.20
ALogP	-1.528
MLogP	3.33
XLogP	4.182
HDA	7
HBD	1
Rotatable Bonds	7
TPSA	99.16
RO5 Violation	0