NPASS drugs

Drug Information

Drug ID:	NPD7570
Drug Name:	Nintedanib
Molecular Formula:	C31H33N5O4
Canonical SMILES:	COC(=O)c1ccc2c(c1)N=C(/C/2=C(/c1ccccc1)Nc1ccc(cc1)N(C(=O)CN1CCN(CC1)C)C)O
Standard InCHI:	InChI=1S/C31H33N5O4/c1-34-15-17-36(18-16-34)20-27(37)35(2)24-12-10-23(11-13-24)32-29(21-7-5-4-6-8-21)28-25-14-9-22(31(39)40-3)19-26(25)33-30(28)38/h4-14,19,32H,15-18,20H2,1-3H3,(H,33,38)/b29-28-
Standard InCHIKey:	XZXHXSATPCNXJR-ZIADKAODSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	TTD; ChEMBL; IUPHAR/BPS

Structural Similarity Between NPASS Natural Products and NPD7570

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	214
0.1-0.2	1015
0.2-0.3	4325
0.3-0.4	8761
0.4-0.5	11907
0.5-0.6	3597
0.6-0.7	1042
0.7-0.8	28
0.8-0.85	1
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
Intermediate Similarity	0.8066	NPC471743
Intermediate Similarity	0.7722	NPC189116
Intermediate Similarity	0.7566	NPC470317
Intermediate Similarity	0.7526	NPC471742
Intermediate Similarity	0.7513	NPC313293
Intermediate Similarity	0.7446	NPC182131
Intermediate Similarity	0.7322	NPC27904
Intermediate Similarity	0.7303	NPC237649
Intermediate Similarity	0.7303	NPC300596
Intermediate Similarity	0.7247	NPC254798
Intermediate Similarity	0.7177	NPC471741
Intermediate Similarity	0.7143	NPC471944
Intermediate Similarity	0.7136	NPC471155
Intermediate Similarity	0.7101	NPC270241
Intermediate Similarity	0.7087	NPC225400
Intermediate Similarity	0.7071	NPC471196
Intermediate Similarity	0.7071	NPC471195
Intermediate Similarity	0.7065	NPC472540
Intermediate Similarity	0.7065	NPC470787
Intermediate Similarity	0.7065	NPC472539
Intermediate Similarity	0.7053	NPC470786
Intermediate Similarity	0.7053	NPC472538
Intermediate Similarity	0.7041	NPC322621
Intermediate Similarity	0.703	NPC472541
Intermediate Similarity	0.703	NPC472542
Intermediate Similarity	0.7026	NPC243058
Intermediate Similarity	0.7019	NPC285192
Intermediate Similarity	0.7006	NPC43477
Intermediate Similarity	0.7005	NPC90415
Remote Similarity	0.6995	NPC14849
Remote Similarity	0.6995	NPC471197
Remote Similarity	0.6981	NPC477979
Remote Similarity	0.6963	NPC248601
Remote Similarity	0.6963	NPC471198
Remote Similarity	0.6959	NPC182057
Remote Similarity	0.6959	NPC131450
Remote Similarity	0.6959	NPC147298
Remote Similarity	0.6946	NPC316282
Remote Similarity	0.6935	NPC477998
Remote Similarity	0.6931	NPC471130
Remote Similarity	0.6923	NPC475685
Remote Similarity	0.6915	NPC88970
Remote Similarity	0.6914	NPC173295
Remote Similarity	0.6904	NPC203635
Remote Similarity	0.6898	NPC263709
Remote Similarity	0.6898	NPC310403
Remote Similarity	0.6898	NPC63210
Remote Similarity	0.6898	NPC97380
Remote Similarity	0.6898	NPC243673
Remote Similarity	0.6898	NPC148468
Remote Similarity	0.6895	NPC472115
Remote Similarity	0.6895	NPC472114
Remote Similarity	0.6891	NPC328611
Remote Similarity	0.689	NPC314297
Remote Similarity	0.689	NPC315545
Remote Similarity	0.6884	NPC473815
Remote Similarity	0.6872	NPC256268
Remote Similarity	0.6857	NPC253476
Remote Similarity	0.6845	NPC211525
Remote Similarity	0.6845	NPC153694
Remote Similarity	0.6842	NPC313345
Remote Similarity	0.6842	NPC313796
Remote Similarity	0.6842	NPC315638
Remote Similarity	0.6842	NPC52059
Remote Similarity	0.6842	NPC314855
Remote Similarity	0.6842	NPC470069
Remote Similarity	0.6837	NPC312645
Remote Similarity	0.6827	NPC295548
Remote Similarity	0.6825	NPC191863
Remote Similarity	0.6825	NPC133470
Remote Similarity	0.6825	NPC289776
Remote Similarity	0.6825	NPC199737
Remote Similarity	0.6822	NPC298449
Remote Similarity	0.6821	NPC219848
Remote Similarity	0.6816	NPC174629
Remote Similarity	0.6811	NPC117032
Remote Similarity	0.681	NPC243850
Remote Similarity	0.6806	NPC278887
Remote Similarity	0.6794	NPC314648
Remote Similarity	0.6792	NPC314834
Remote Similarity	0.6786	NPC474041
Remote Similarity	0.6786	NPC321211
Remote Similarity	0.6776	NPC89508
Remote Similarity	0.6769	NPC84347
Remote Similarity	0.6759	NPC15384
Remote Similarity	0.6759	NPC244425
Remote Similarity	0.6758	NPC478141
Remote Similarity	0.6742	NPC287358
Remote Similarity	0.6738	NPC161827
Remote Similarity	0.6737	NPC476231
Remote Similarity	0.6736	NPC472118
Remote Similarity	0.673	NPC308943
Remote Similarity	0.673	NPC222561
Remote Similarity	0.6721	NPC478039
Remote Similarity	0.6718	NPC470548
Remote Similarity	0.6718	NPC248862
Remote Similarity	0.6704	NPC315224
Remote Similarity	0.6703	NPC473329
Remote Similarity	0.6701	NPC112336
Remote Similarity	0.6701	NPC474814
Remote Similarity	0.6701	NPC475094
Remote Similarity	0.6699	NPC141454
Remote Similarity	0.6685	NPC472241
Remote Similarity	0.6684	NPC475607
Remote Similarity	0.6684	NPC474058
Remote Similarity	0.6667	NPC204970
Remote Similarity	0.6667	NPC181138
Remote Similarity	0.6667	NPC210415
Remote Similarity	0.6667	NPC21752
Remote Similarity	0.6667	NPC242933
Remote Similarity	0.6667	NPC473460
Remote Similarity	0.6667	NPC298851
Remote Similarity	0.6667	NPC55470
Remote Similarity	0.6667	NPC472243
Remote Similarity	0.6667	NPC276993
Remote Similarity	0.6667	NPC472242
Remote Similarity	0.6667	NPC293255
Remote Similarity	0.6651	NPC244856
Remote Similarity	0.6651	NPC478075
Remote Similarity	0.665	NPC474081
Remote Similarity	0.6649	NPC469915
Remote Similarity	0.6636	NPC322064
Remote Similarity	0.6636	NPC474896
Remote Similarity	0.6633	NPC475594
Remote Similarity	0.662	NPC31700
Remote Similarity	0.662	NPC100573
Remote Similarity	0.662	NPC266249
Remote Similarity	0.662	NPC207873
Remote Similarity	0.6615	NPC292143
Remote Similarity	0.6615	NPC139506
Remote Similarity	0.6606	NPC31097
Remote Similarity	0.6602	NPC198401
Remote Similarity	0.6597	NPC322644
Remote Similarity	0.6591	NPC272174
Remote Similarity	0.6591	NPC323969
Remote Similarity	0.659	NPC274842
Remote Similarity	0.6588	NPC207971
Remote Similarity	0.6588	NPC165599
Remote Similarity	0.6587	NPC474916
Remote Similarity	0.6584	NPC160381
Remote Similarity	0.6584	NPC194040
Remote Similarity	0.6584	NPC291759
Remote Similarity	0.6582	NPC307640
Remote Similarity	0.6582	NPC177261
Remote Similarity	0.6579	NPC61013
Remote Similarity	0.6579	NPC104345
Remote Similarity	0.6574	NPC118940
Remote Similarity	0.6573	NPC244741
Remote Similarity	0.6573	NPC474473
Remote Similarity	0.6573	NPC270918
Remote Similarity	0.6573	NPC184437
Remote Similarity	0.657	NPC102592
Remote Similarity	0.657	NPC79356
Remote Similarity	0.657	NPC245916
Remote Similarity	0.6569	NPC474059
Remote Similarity	0.6564	NPC471778
Remote Similarity	0.6562	NPC157931
Remote Similarity	0.6562	NPC472121
Remote Similarity	0.6559	NPC242000
Remote Similarity	0.6558	NPC123839
Remote Similarity	0.6557	NPC308197
Remote Similarity	0.6557	NPC132539
Remote Similarity	0.6557	NPC473422
Remote Similarity	0.6555	NPC192674
Remote Similarity	0.6555	NPC5374
Remote Similarity	0.6555	NPC478083
Remote Similarity	0.6555	NPC106118
Remote Similarity	0.6553	NPC45850
Remote Similarity	0.6545	NPC193410
Remote Similarity	0.6545	NPC36495
Remote Similarity	0.6544	NPC316181
Remote Similarity	0.6544	NPC317752
Remote Similarity	0.6544	NPC306644
Remote Similarity	0.6544	NPC74562
Remote Similarity	0.6544	NPC151781
Remote Similarity	0.6544	NPC236424
Remote Similarity	0.6542	NPC470280
Remote Similarity	0.6541	NPC259678
Remote Similarity	0.654	NPC475223
Remote Similarity	0.654	NPC57398
Remote Similarity	0.6538	NPC107836
Remote Similarity	0.6537	NPC28510
Remote Similarity	0.6537	NPC276430
Remote Similarity	0.6537	NPC138370
Remote Similarity	0.6537	NPC129909
Remote Similarity	0.6535	NPC133003
Remote Similarity	0.6535	NPC133591
Remote Similarity	0.6533	NPC475761
Remote Similarity	0.6533	NPC474815
Remote Similarity	0.6531	NPC469671
Remote Similarity	0.6531	NPC126676
Remote Similarity	0.6526	NPC84317
Remote Similarity	0.6522	NPC21483
Remote Similarity	0.6522	NPC198205
Remote Similarity	0.6522	NPC136002
Remote Similarity	0.652	NPC477516
Remote Similarity	0.6519	NPC319645
Remote Similarity	0.6516	NPC329480
Remote Similarity	0.6514	NPC478157
Remote Similarity	0.651	NPC248117

Drug Structure

NPD7570 OpenBabel08211712022D 42 46 0 0 0 0 0 0 0 0999 V2000 11.4750 -1.2024 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.2788 -4.2024 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.0525 -3.3919 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.9487 -4.7024 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.0827 -4.2024 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.8147 -4.2024 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.0827 -3.2024 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 -1.1180 -2.7681 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.5468 -1.2024 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 5.4128 -1.7024 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.5468 -3.2024 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 10.6090 -2.7024 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.7429 -1.2024 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.7429 -3.2024 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.8769 -1.7024 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.4781 -1.0739 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.0109 -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 -1.7872 -2.0250 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 5.4128 -2.7024 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 -0.5000 -0.8660 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 1.0827 -1.2024 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 0.9781 -0.2079 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.7653 -2.2329 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.8147 -1.2024 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 10.6090 -1.7024 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 6.2788 -3.2024 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 8.8769 -2.7024 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 7.1449 -1.7024 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.7213 0.4612 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -3.4344 -1.4898 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -3.0743 -3.1840 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.8147 -0.2024 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1.5134 1.4394 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 34 1 0 0 0 0 2 35 1 0 0 0 0 3 40 1 0 0 0 0 4 5 2 0 0 0 0 4 6 1 0 0 0 0 5 7 1 0 0 0 0 6 8 2 0 0 0 0 7 21 2 0 0 0 0 8 21 1 0 0 0 0 9 14 2 0 0 0 0 9 22 1 0 0 0 0 10 12 1 0 0 0 0 10 23 2 0 0 0 0 11 13 2 0 0 0 0 11 23 1 0 0 0 0 12 24 2 0 0 0 0 13 24 1 0 0 0 0 14 25 1 0 0 0 0 15 17 1 0 0 0 0 15 34 1 0 0 0 0 16 18 1 0 0 0 0 16 34 1 0 0 0 0 17 36 1 0 0 0 0 18 36 1 0 0 0 0 19 22 2 0 0 0 0 19 26 1 0 0 0 0 20 27 1 0 0 0 0 20 36 1 0 0 0 0 21 29 1 0 0 0 0 22 31 1 0 0 0 0 23 32 1 0 0 0 0 24 35 1 0 0 0 0 25 26 2 0 0 0 0 25 28 1 0 0 0 0 26 33 1 0 0 0 0 27 35 1 0 0 0 0 27 37 2 0 0 0 0 28 29 2 0 0 0 0 28 30 1 0 0 0 0 29 32 1 0 0 0 0 30 33 2 0 0 0 0 30 38 1 0 0 0 0 31 39 2 0 0 0 0 31 40 1 0 0 0 0 32 41 1 0 0 0 0 38 42 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DNCL002785; DNCL003416
DrugBank	DB09079
ChEMBL	CHEMBL502835
IUPHAR/BPS	5936
PharmaGKB
KEGG Drug	D10481
PubChem CID	9809715
ChEBI	85164
CAS Number	656247-17-5

Drug Properties

Molecular Weight	539.25
ALogP	-1.2246
MLogP	3.88
XLogP	5.562
HDA	9
HBD	2
Rotatable Bonds	13
TPSA	97.71
RO5 Violation	1