NPASS drugs

Drug Information

Drug ID:	NPD4469
Drug Name:	Filgotinib
Molecular Formula:	C21H23N5O3S
Canonical SMILES:	O=C(C1CC1)N=c1nc2n([nH]1)c(ccc2)c1ccc(cc1)CN1CCS(=O)(=O)CC1
Standard InCHI:	InChI=1S/C21H23N5O3S/c27-20(17-8-9-17)23-21-22-19-3-1-2-18(26(19)24-21)16-6-4-15(5-7-16)14-25-10-12-30(28,29)13-11-25/h1-7,17H,8-14H2,(H,23,24,27)
Standard InCHIKey:	RIJLVEAXPNLDTC-UHFFFAOYSA-N
Max Developmental Stage:	Phase 3
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD4469

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	251
0.1-0.2	2544
0.2-0.3	13236
0.3-0.4	11272
0.4-0.5	3175
0.5-0.6	401
0.6-0.7	11
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	0.6667	NPC32858
Remote Similarity	0.6667	NPC194857
Remote Similarity	0.6471	NPC313722
Remote Similarity	0.6286	NPC275467
Remote Similarity	0.617	NPC469974
Remote Similarity	0.6149	NPC288232
Remote Similarity	0.614	NPC84317
Remote Similarity	0.6139	NPC207428
Remote Similarity	0.6122	NPC476048
Remote Similarity	0.6111	NPC164802
Remote Similarity	0.6025	NPC300299
Remote Similarity	0.5986	NPC475013
Remote Similarity	0.5977	NPC154478
Remote Similarity	0.5972	NPC473498
Remote Similarity	0.5971	NPC472258
Remote Similarity	0.5965	NPC117032
Remote Similarity	0.5938	NPC325479
Remote Similarity	0.5921	NPC220698
Remote Similarity	0.5917	NPC13470
Remote Similarity	0.5882	NPC321617
Remote Similarity	0.5868	NPC478040
Remote Similarity	0.5854	NPC89489
Remote Similarity	0.5843	NPC468984
Remote Similarity	0.5843	NPC2823
Remote Similarity	0.5833	NPC283130
Remote Similarity	0.5833	NPC328683
Remote Similarity	0.5827	NPC108339
Remote Similarity	0.5818	NPC83214
Remote Similarity	0.5813	NPC300315
Remote Similarity	0.5799	NPC313850
Remote Similarity	0.5797	NPC473661
Remote Similarity	0.5786	NPC471320
Remote Similarity	0.5786	NPC471319
Remote Similarity	0.5765	NPC324445
Remote Similarity	0.5755	NPC7067
Remote Similarity	0.5755	NPC322040
Remote Similarity	0.5753	NPC471447
Remote Similarity	0.5752	NPC192209
Remote Similarity	0.5752	NPC254088
Remote Similarity	0.5714	NPC264580
Remote Similarity	0.5695	NPC296163
Remote Similarity	0.5689	NPC130251
Remote Similarity	0.5689	NPC207554
Remote Similarity	0.5687	NPC478079
Remote Similarity	0.5685	NPC473418
Remote Similarity	0.568	NPC322878
Remote Similarity	0.5658	NPC33742
Remote Similarity	0.5657	NPC295021
Remote Similarity	0.5649	NPC313449
Remote Similarity	0.5647	NPC136002
Remote Similarity	0.5646	NPC45033
Remote Similarity	0.5643	NPC469330
Remote Similarity	0.5629	NPC469560
Remote Similarity	0.5617	NPC226662
Remote Similarity	0.5611	NPC113056
Remote Similarity	0.5611	NPC138293

Drug Structure

NPD4469 OpenBabel08211705262D 31 35 0 0 0 0 0 0 0 0999 V2000 -0.0000 -2.0000 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 -0.8660 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5685 4.1808 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7024 4.6808 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.0622 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.1962 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.9282 1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.0622 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.3301 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7024 3.6808 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.2024 2.8147 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.2024 1.0827 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.6092 0.1691 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -1.7024 1.9487 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -0.2079 0.9781 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 5.1962 1.0000 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 -0.2024 2.8147 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 7.4282 -0.8660 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 7.9282 -0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 6.9282 -0.0000 0.0000 S 0 0 0 0 0 0 0 0 0 0 0 0 0.4612 1.7213 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 2 1 0 0 0 0 1 3 2 0 0 0 0 2 18 2 0 0 0 0 3 19 1 0 0 0 0 4 6 1 0 0 0 0 4 15 2 0 0 0 0 5 7 2 0 0 0 0 5 15 1 0 0 0 0 6 16 2 0 0 0 0 7 16 1 0 0 0 0 8 9 1 0 0 0 0 8 17 1 0 0 0 0 9 17 1 0 0 0 0 10 12 1 0 0 0 0 10 25 1 0 0 0 0 11 13 1 0 0 0 0 11 25 1 0 0 0 0 12 30 1 0 0 0 0 13 30 1 0 0 0 0 14 15 1 0 0 0 0 14 25 1 0 0 0 0 16 18 1 0 0 0 0 17 20 1 0 0 0 0 18 26 1 0 0 0 0 19 22 2 0 0 0 0 19 26 1 0 0 0 0 20 23 1 0 0 0 0 20 27 2 0 0 0 0 21 22 1 0 0 0 0 21 23 2 3 0 0 0 21 24 1 0 0 0 0 24 26 1 0 0 0 0 24 31 1 0 0 0 0 28 30 2 0 0 0 0 29 30 2 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB015232
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	49831257
ChEBI
CAS Number

Drug Properties

Molecular Weight	425.15
ALogP	-1.4561
MLogP	2.78
XLogP	1.92
HDA	8
HBD	1
Rotatable Bonds	5
TPSA	102.82
RO5 Violation	0