NPASS drugs

Drug Information

Drug ID:	NPD1634
Drug Name:	Chloramphenicol Succinic Acid
Molecular Formula:	C15H16Cl2N2O8
Canonical SMILES:	OC(=O)CCC(=O)OC[C@H]([C@@H](c1ccc(cc1)N(=O)=O)O)N=C(C(Cl)Cl)O
Standard InCHI:	InChI=1S/C15H16Cl2N2O8/c16-14(17)15(24)18-10(7-27-12(22)6-5-11(20)21)13(23)8-1-3-9(4-2-8)19(25)26/h1-4,10,13-14,23H,5-7H2,(H,18,24)(H,20,21)/t10-,13-/m1/s1
Standard InCHIKey:	LIRCDOVJWUGTMW-ZWNOBZJWSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD1634

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	128
0.1-0.2	787
0.2-0.3	4041
0.3-0.4	10286
0.4-0.5	13507
0.5-0.6	2020
0.6-0.7	120
0.7-0.8	0
0.8-0.85	0
0.85-0.9	1
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
High Similarity	0.8944	NPC159589
Remote Similarity	0.6993	NPC314278
Remote Similarity	0.6818	NPC205946
Remote Similarity	0.6818	NPC83241
Remote Similarity	0.677	NPC287358
Remote Similarity	0.6742	NPC95412
Remote Similarity	0.6524	NPC319645
Remote Similarity	0.6509	NPC315829
Remote Similarity	0.6497	NPC4974
Remote Similarity	0.6497	NPC325013
Remote Similarity	0.6494	NPC190663
Remote Similarity	0.6494	NPC80150
Remote Similarity	0.6485	NPC197921
Remote Similarity	0.6478	NPC197680
Remote Similarity	0.6478	NPC259098
Remote Similarity	0.6446	NPC91953
Remote Similarity	0.6446	NPC469360
Remote Similarity	0.6433	NPC317758
Remote Similarity	0.641	NPC474862
Remote Similarity	0.641	NPC160493
Remote Similarity	0.6405	NPC169328
Remote Similarity	0.6402	NPC6570
Remote Similarity	0.6392	NPC47667
Remote Similarity	0.6387	NPC477061
Remote Similarity	0.6387	NPC45777
Remote Similarity	0.6387	NPC476183
Remote Similarity	0.6364	NPC310467
Remote Similarity	0.6346	NPC476184
Remote Similarity	0.6346	NPC476281
Remote Similarity	0.6329	NPC476241
Remote Similarity	0.6329	NPC476260
Remote Similarity	0.6312	NPC199738
Remote Similarity	0.6312	NPC210950
Remote Similarity	0.631	NPC477392
Remote Similarity	0.631	NPC315934
Remote Similarity	0.6296	NPC314473
Remote Similarity	0.6296	NPC314098
Remote Similarity	0.6292	NPC35510
Remote Similarity	0.6292	NPC253667
Remote Similarity	0.6291	NPC273814
Remote Similarity	0.629	NPC475962
Remote Similarity	0.6289	NPC476125
Remote Similarity	0.6289	NPC476179
Remote Similarity	0.6287	NPC469427
Remote Similarity	0.6287	NPC469426
Remote Similarity	0.6282	NPC150323
Remote Similarity	0.6278	NPC278887
Remote Similarity	0.6273	NPC101372
Remote Similarity	0.6266	NPC476278
Remote Similarity	0.6265	NPC159722
Remote Similarity	0.6258	NPC237420
Remote Similarity	0.6235	NPC314186
Remote Similarity	0.619	NPC477391
Remote Similarity	0.6185	NPC7817
Remote Similarity	0.6185	NPC475168
Remote Similarity	0.6178	NPC478014
Remote Similarity	0.6178	NPC478016
Remote Similarity	0.6178	NPC478015
Remote Similarity	0.6176	NPC314287
Remote Similarity	0.6173	NPC296712
Remote Similarity	0.6169	NPC197470
Remote Similarity	0.6163	NPC478039
Remote Similarity	0.6163	NPC259678
Remote Similarity	0.6162	NPC472330
Remote Similarity	0.6162	NPC472329
Remote Similarity	0.6158	NPC36836
Remote Similarity	0.6158	NPC63370
Remote Similarity	0.6158	NPC282092
Remote Similarity	0.6154	NPC470971
Remote Similarity	0.6144	NPC474544
Remote Similarity	0.6144	NPC1986
Remote Similarity	0.614	NPC190945
Remote Similarity	0.6129	NPC2265
Remote Similarity	0.6127	NPC254798
Remote Similarity	0.6124	NPC153694
Remote Similarity	0.6124	NPC211525
Remote Similarity	0.6115	NPC319950
Remote Similarity	0.6114	NPC314223
Remote Similarity	0.6108	NPC13367
Remote Similarity	0.6105	NPC472242
Remote Similarity	0.6105	NPC477556
Remote Similarity	0.6105	NPC470824
Remote Similarity	0.6104	NPC470550
Remote Similarity	0.6104	NPC205652
Remote Similarity	0.6101	NPC27581
Remote Similarity	0.6087	NPC474479
Remote Similarity	0.608	NPC470902
Remote Similarity	0.6075	NPC129624
Remote Similarity	0.6074	NPC469666
Remote Similarity	0.6066	NPC469462
Remote Similarity	0.6061	NPC275538
Remote Similarity	0.6059	NPC314113
Remote Similarity	0.6059	NPC316202
Remote Similarity	0.6053	NPC320394
Remote Similarity	0.6053	NPC245741
Remote Similarity	0.6051	NPC314992
Remote Similarity	0.6047	NPC81026
Remote Similarity	0.6047	NPC282578
Remote Similarity	0.6047	NPC323798
Remote Similarity	0.604	NPC211551
Remote Similarity	0.6037	NPC226662
Remote Similarity	0.6024	NPC470392
Remote Similarity	0.6021	NPC133591
Remote Similarity	0.6014	NPC476483
Remote Similarity	0.6013	NPC329011
Remote Similarity	0.6012	NPC58827
Remote Similarity	0.6012	NPC72473
Remote Similarity	0.6012	NPC307437
Remote Similarity	0.6011	NPC127362
Remote Similarity	0.6011	NPC472115
Remote Similarity	0.6011	NPC472114
Remote Similarity	0.6	NPC472243
Remote Similarity	0.6	NPC291359
Remote Similarity	0.6	NPC97380
Remote Similarity	0.6	NPC263709
Remote Similarity	0.6	NPC63210
Remote Similarity	0.6	NPC243673
Remote Similarity	0.6	NPC310403
Remote Similarity	0.6	NPC142577
Remote Similarity	0.6	NPC148468
Remote Similarity	0.6	NPC239770
Remote Similarity	0.599	NPC291759
Remote Similarity	0.599	NPC38823
Remote Similarity	0.599	NPC207033
Remote Similarity	0.5989	NPC189116
Remote Similarity	0.5988	NPC90693
Remote Similarity	0.5988	NPC474926
Remote Similarity	0.5988	NPC472414
Remote Similarity	0.5988	NPC64897
Remote Similarity	0.5988	NPC266741
Remote Similarity	0.5986	NPC228400
Remote Similarity	0.5986	NPC214200
Remote Similarity	0.5973	NPC224610
Remote Similarity	0.5973	NPC113326
Remote Similarity	0.5973	NPC88267
Remote Similarity	0.5973	NPC194390
Remote Similarity	0.5964	NPC313466
Remote Similarity	0.596	NPC37584
Remote Similarity	0.5959	NPC232872
Remote Similarity	0.5959	NPC469830
Remote Similarity	0.5956	NPC52059
Remote Similarity	0.5956	NPC470069
Remote Similarity	0.5955	NPC123011
Remote Similarity	0.5955	NPC256689
Remote Similarity	0.5949	NPC229353
Remote Similarity	0.5947	NPC288305
Remote Similarity	0.5946	NPC40234
Remote Similarity	0.5941	NPC163392
Remote Similarity	0.5941	NPC239762
Remote Similarity	0.5941	NPC181527
Remote Similarity	0.5939	NPC325651
Remote Similarity	0.5938	NPC469460
Remote Similarity	0.5936	NPC279871
Remote Similarity	0.5936	NPC158277
Remote Similarity	0.593	NPC472241
Remote Similarity	0.5926	NPC274002
Remote Similarity	0.5926	NPC126515
Remote Similarity	0.5926	NPC472331
Remote Similarity	0.5924	NPC314861
Remote Similarity	0.5924	NPC147957
Remote Similarity	0.5924	NPC19555
Remote Similarity	0.5918	NPC12730
Remote Similarity	0.5917	NPC64205
Remote Similarity	0.5916	NPC469831
Remote Similarity	0.5916	NPC272375
Remote Similarity	0.5915	NPC476353
Remote Similarity	0.5912	NPC469461
Remote Similarity	0.5912	NPC114806
Remote Similarity	0.5906	NPC164859
Remote Similarity	0.5906	NPC178681
Remote Similarity	0.5906	NPC242933
Remote Similarity	0.5902	NPC313757
Remote Similarity	0.5899	NPC39431
Remote Similarity	0.5899	NPC184161
Remote Similarity	0.5896	NPC473922
Remote Similarity	0.5894	NPC327481
Remote Similarity	0.5889	NPC212699
Remote Similarity	0.5889	NPC207675
Remote Similarity	0.5885	NPC469829
Remote Similarity	0.5882	NPC276993
Remote Similarity	0.5882	NPC21752
Remote Similarity	0.5882	NPC298851
Remote Similarity	0.5882	NPC293255
Remote Similarity	0.5882	NPC248670
Remote Similarity	0.5882	NPC210415
Remote Similarity	0.5882	NPC166667
Remote Similarity	0.5882	NPC181138
Remote Similarity	0.5879	NPC302548
Remote Similarity	0.5879	NPC71271
Remote Similarity	0.5879	NPC143457
Remote Similarity	0.5879	NPC475559
Remote Similarity	0.5876	NPC241392
Remote Similarity	0.5875	NPC130931
Remote Similarity	0.5872	NPC43477
Remote Similarity	0.5868	NPC326966
Remote Similarity	0.5868	NPC45191
Remote Similarity	0.5868	NPC246079
Remote Similarity	0.5867	NPC28510
Remote Similarity	0.5864	NPC35996
Remote Similarity	0.586	NPC257354

Drug Structure

NPD1634 OpenBabel08211701082D 30 30 0 0 1 0 0 0 0 0999 V2000 -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 -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 -4.3301 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 -2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 -3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 -2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 -3.5000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -4.3301 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 -3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -3.0000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -1.7321 -6.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 -5.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 -6.5000 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 -6.5000 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 -4.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 1.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 -0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -5.1962 -0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -4.3301 -3.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 -3.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 -4.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 1.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 1.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 -3.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -5.1962 1.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 -4.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 -5.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 3 1 0 0 0 0 1 8 2 0 0 0 0 2 4 2 0 0 0 0 2 8 1 0 0 0 0 3 9 2 0 0 0 0 4 9 1 0 0 0 0 5 6 1 0 0 0 0 5 11 1 0 0 0 0 6 12 1 0 0 0 0 7 27 1 0 0 0 0 8 13 1 0 0 0 0 9 19 1 0 0 0 0 10 7 1 6 0 0 0 10 13 1 0 0 0 0 10 18 1 0 0 0 0 11 20 2 0 0 0 0 11 21 1 0 0 0 0 12 22 2 0 0 0 0 12 27 1 0 0 0 0 13 23 1 1 0 0 0 14 15 1 0 0 0 0 14 16 1 0 0 0 0 14 17 1 0 0 0 0 15 18 2 3 0 0 0 15 24 1 0 0 0 0 19 25 2 0 0 0 0 19 26 2 0 0 0 0 21 28 1 0 0 0 0 23 29 1 0 0 0 0 24 30 1 0 0 0 0 M END $$$$

External Identifiers

TTD
DrugBank	DB07565
ChEMBL	CHEMBL1201281
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number	3544-94-3

Drug Properties

Molecular Weight	422.03
ALogP	0.8606
MLogP	1.79
XLogP	1.773
HDA	7
HBD	3
Rotatable Bonds	17
TPSA	159.56
RO5 Violation	1